{"product_id":"phosphorusiiiligands-in-homogeneous-catalysis-design-and-synthesis-hardback-9780470666272","title":"Phosphorus(III)Ligands in Homogeneous Catalysis; Design and Synthesis (Hardback) 9780470666272","description":"\u003cfont face=\"Georgia\"\u003e\r\n\u003cp\u003e\u003cfont size=\"6\"\u003ePhosphorus(III)Ligands in Homogeneous Catalysis\u003c\/font\u003e\u003cbr\u003e\r\n\u003cfont size=\"5\"\u003eDesign and Synthesis\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\r\n\r\n\r\n\u003cp\u003e\u003cfont size=\"4\"\u003ePaul C. J. Kamer (Edited by), P C Kamer (Author), Piet W. N. M. van Leeuwen (Edited by)\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\u003cp\u003e\u003cfont size=\"3\"\u003e9780470666272, Wiley\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\u003cp\u003e\u003cfont size=\"3\"\u003eHardback, published 8 June 2012\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\u003cp\u003e\u003cfont size=\"3\"\u003e576 pages\u003cbr\u003e25.2 x 18.5 x 3 cm, 1.089 kg\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\r\n\r\n\r\n\r\n\u003cp align=\"justify\"\u003e\u003cstrong\u003e\u003cfont size=\"3\"\u003eOver the last 60 years the increasing knowledge of transition metal chemistry has resulted in an enormous advance of homogeneous catalysis as an essential tool in both academic and industrial fields. Remarkably, phosphorus(III) donor ligands have played an important role in several of the acknowledged catalytic reactions. The positive effects of phosphine ligands in transition metal homogeneous catalysis have contributed largely to the evolution of the field into an indispensable tool in organic synthesis and the industrial production of chemicals.\u003cbr\u003e \u003cbr\u003e   \u003cp\u003eThis book aims to address the design and synthesis of a comprehensive compilation of P(III) ligands for homogeneous catalysis. It not only focuses on the well-known traditional ligands that have been explored by catalysis researchers, but also includes promising ligand types that have traditionally been ignored mainly because of their challenging synthesis.\u003c\/p\u003e \u003cp\u003eTopics covered include ligand effects in homogeneous catalysis and rational catalyst design, P-stereogenic ligands, calixarenes, supramolecular approaches, solid phase synthesis, biological approaches, and solubility and separation.\u003c\/p\u003e \u003cp\u003eLigand families covered in this book include phosphine, diphosphine, phosphite, diphosphite, phosphoramidite, phosphonite, phosphinite, phosphole, phosphinine, phosphinidenene, phosphaalkenes, phosphaalkynes, P-chiral ligands, and cage ligands.\u003c\/p\u003e \u003cp\u003eEach ligand class is accompanied by detailed and reliable synthetic procedures. Often the rate limiting step in the application of ligands in catalysis is the synthesis of the ligands themselves, which can often be very challenging and time consuming. This book will provide helpful advice as to the accessibility of ligands as well as their synthesis, thereby allowing researchers to make a more informed choice.\u003c\/p\u003e \u003cp\u003e\u003ci\u003ePhosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis\u003c\/i\u003e is an essential overview of this important class of catalysts for academic and industrial researchers working in catalyst development, organometallic and synthetic chemistry.\u003c\/p\u003e\u003c\/font\u003e\u003c\/strong\u003e\u003c\/p\u003e\r\n\r\n\u003cp\u003e\u003cfont size=\"3\"\u003e\u003cp\u003eList of Contributors xiii\u003c\/p\u003e \u003cp\u003ePreface xvii\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Phosphorus Ligand Effects in Homogeneous Catalysis and Rational Catalyst Design 1\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eJason A. Gillespie, Erik Zuidema, Piet W. N. M. van Leeuwen, and Paul C. J. Kamer\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e1.1 Introduction 1\u003c\/p\u003e \u003cp\u003e1.2 Properties of phosphorus ligands 7\u003c\/p\u003e \u003cp\u003e1.2.1 Electronic ligand parameters 7\u003c\/p\u003e \u003cp\u003e1.2.2 Steric ligand parameters 9\u003c\/p\u003e \u003cp\u003e1.2.3 Bite angle effects 10\u003c\/p\u003e \u003cp\u003e1.2.4 Molecular electrostatic potential (MESP) approach 13\u003c\/p\u003e \u003cp\u003e1.3 Asymmetric ligands 15\u003c\/p\u003e \u003cp\u003e1.4 Rational ligand design in nickel-catalysed hydrocyanation 19\u003c\/p\u003e \u003cp\u003e1.4.1 Introduction 19\u003c\/p\u003e \u003cp\u003e1.4.2 Mechanistic insights 20\u003c\/p\u003e \u003cp\u003e1.4.3 Rational design 20\u003c\/p\u003e \u003cp\u003e1.5 Conclusions 22\u003c\/p\u003e \u003cp\u003eReferences 23\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Chiral Phosphines and Diphosphines 27\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eWei Li and Xumu Zhang\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e2.1 Introduction 27\u003c\/p\u003e \u003cp\u003e2.1.1 Early developments 27\u003c\/p\u003e \u003cp\u003e2.2 Chiral chelating diphosphines with a linking scaffold 30\u003c\/p\u003e \u003cp\u003e2.2.1 Building chiral backbones from naturally available materials 30\u003c\/p\u003e \u003cp\u003e2.2.2 Design and synthesis of chiral backbones 35\u003c\/p\u003e \u003cp\u003e2.2.3 Synthesis from optical resolution of phosphine precursors or intermediates 43\u003c\/p\u003e \u003cp\u003e2.3 Chiral atropisomeric biaryl diphosphines 46\u003c\/p\u003e \u003cp\u003e2.3.1 Synthesis of BINAP and its derivatives 46\u003c\/p\u003e \u003cp\u003e2.3.2 Synthesis of atropisomeric biaryl ligands 49\u003c\/p\u003e \u003cp\u003e2.3.3 General strategies of synthesizing of atropisomeric biaryl ligands 52\u003c\/p\u003e \u003cp\u003e2.4 Chiral phosphacyclic diphosphines 52\u003c\/p\u003e \u003cp\u003e2.4.1 Fundamental discovery and syntheses of BPE and DuPhos 52\u003c\/p\u003e \u003cp\u003e2.4.2 Design and synthesis of bisphosphetanes 56\u003c\/p\u003e \u003cp\u003e2.4.3 Design and synthesis of bisphospholanes 58\u003c\/p\u003e \u003cp\u003e2.4.4 Design and synthesis of bisphospholes 63\u003c\/p\u003e \u003cp\u003e2.4.5 Design and synthesis of bisphosphinanes 65\u003c\/p\u003e \u003cp\u003e2.4.6 Design and synthesis of bisphosphepines 66\u003c\/p\u003e \u003cp\u003e2.4.7 Summary of synthetic strategies of phosphacycles 68\u003c\/p\u003e \u003cp\u003e2.5 P-stereogenic diphosphine ligands 68\u003c\/p\u003e \u003cp\u003e2.6 Experimental procedures for the syntheses of selected diphosphine ligands 69\u003c\/p\u003e \u003cp\u003e2.6.1 Synthesis procedure for DIOP* ligand 69\u003c\/p\u003e \u003cp\u003e2.6.2 Synthesis procedure of SDP ligands 70\u003c\/p\u003e \u003cp\u003e2.6.3 Synthesis procedure of (R , R)-BICP 71\u003c\/p\u003e \u003cp\u003e2.6.4 Synthesis procedure of SEGPHOS 71\u003c\/p\u003e \u003cp\u003e2.6.5 Synthesis procedure of Ph-BPE 72\u003c\/p\u003e \u003cp\u003e2.6.6 Synthesis procedure of TangPhos 73\u003c\/p\u003e \u003cp\u003e2.6.7 Synthesis procedure of Binaphane 74\u003c\/p\u003e \u003cp\u003e2.7 Concluding remarks 75\u003c\/p\u003e \u003cp\u003eReferences 75\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Design and Synthesis of Phosphite Ligands for Homogeneous Catalysis 81\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eAitor Gual, Cyril Godard, Verónica de la Fuente, and Sergio Castillón\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e3.1 Introduction 81\u003c\/p\u003e \u003cp\u003e3.2 Synthesis of phosphites 82\u003c\/p\u003e \u003cp\u003e3.2.1 Monophosphites 82\u003c\/p\u003e \u003cp\u003e3.2.2 Diphosphite ligands 94\u003c\/p\u003e \u003cp\u003e3.2.3 Triphosphites 105\u003c\/p\u003e \u003cp\u003e3.3 Highlights of catalytic applications of phosphite ligands 106\u003c\/p\u003e \u003cp\u003e3.3.1 Hydrogenation reactions 106\u003c\/p\u003e \u003cp\u003e3.3.2 Functionalization of alkenes: hydroformylation and hydrocyanation 108\u003c\/p\u003e \u003cp\u003e3.3.3 Addition of nucleophiles to carbonyl compounds and derivatives 110\u003c\/p\u003e \u003cp\u003e3.3.4 Allylic substitution reactions 113\u003c\/p\u003e \u003cp\u003e3.3.5 Miscellaneous reactions 117\u003c\/p\u003e \u003cp\u003e3.4 General synthetic procedures 122\u003c\/p\u003e \u003cp\u003e3.4.1 Symmetrically substituted phosphites 122\u003c\/p\u003e \u003cp\u003e3.4.2 Nonsymmetrically substituted phosphites 123\u003c\/p\u003e \u003cp\u003e3.4.3 Phosphites bearing dioxaphospho-cyclic units 123\u003c\/p\u003e \u003cp\u003eReferences 124\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Phosphoramidite Ligands 133\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eLaurent Lefort and Johannes G. de Vries\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e4.1 Introduction 133\u003c\/p\u003e \u003cp\u003e4.1.1 History 134\u003c\/p\u003e \u003cp\u003e4.2 Synthesis of phosphoramidites 134\u003c\/p\u003e \u003cp\u003e4.3 Reactivity of the phosphoramidites 135\u003c\/p\u003e \u003cp\u003e4.4 Types of phosphoramidite ligands 136\u003c\/p\u003e \u003cp\u003e4.4.1 Acyclic monodentate phosphoramidites 136\u003c\/p\u003e \u003cp\u003e4.4.2 Cyclic monodentate phosphoramidites based on diols 136\u003c\/p\u003e \u003cp\u003e4.4.3 Cyclic phosphoramidites based on amino alcohols 142\u003c\/p\u003e \u003cp\u003e4.4.4 Bis-phosphoramidites 143\u003c\/p\u003e \u003cp\u003e4.4.5 Mixed bidentate ligands 145\u003c\/p\u003e \u003cp\u003e4.4.6 Polydendate phosphoramidites 149\u003c\/p\u003e \u003cp\u003e4.5 Conclusion 153\u003c\/p\u003e \u003cp\u003e4.6 Synthetic procedures 153\u003c\/p\u003e \u003cp\u003eReferences 153\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Phosphinite and Phosphonite Ligands 159\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eT. V. (Babu) RajanBabu\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e5.1 Introduction 159\u003c\/p\u003e \u003cp\u003e5.2 General methods for synthesis of complexes 160\u003c\/p\u003e \u003cp\u003e5.3 Syntheses and applications of phosphinite ligands 162\u003c\/p\u003e \u003cp\u003e5.3.1 Early studies 162\u003c\/p\u003e \u003cp\u003e5.3.2 Phosphinite ligands from carbohydrates 163\u003c\/p\u003e \u003cp\u003e5.3.3 Phosphinite ligands from other alcohols 172\u003c\/p\u003e \u003cp\u003e5.3.4 Phosphine–phosphinite and amine–phosphinite ligands 173\u003c\/p\u003e \u003cp\u003e5.3.5 Phosphinites from amines, amino alcohols, and amino acids 174\u003c\/p\u003e \u003cp\u003e5.3.6 Bisphosphinite ligands with other scaffoldings 179\u003c\/p\u003e \u003cp\u003e5.3.7 1,1′-Diaryl-2,2′-phosphinites and dynamic conformational control in asymmetric catalysis 180\u003c\/p\u003e \u003cp\u003e5.3.8 Monophosphinite ligands 182\u003c\/p\u003e \u003cp\u003e5.3.9 Hybrid ligands containing phosphinites 182\u003c\/p\u003e \u003cp\u003e5.4 Synthesis and applications of phosphonite ligands 188\u003c\/p\u003e \u003cp\u003e5.4.1 Early studies 188\u003c\/p\u003e \u003cp\u003e5.4.2 Phosphonites from TADDOL and related compounds 189\u003c\/p\u003e \u003cp\u003e5.4.3 Phosphonites derived from 2,2′-hydroxybiaryls and related compounds 193\u003c\/p\u003e \u003cp\u003e5.4.4 Phosphine–phosphonite ligands 196\u003c\/p\u003e \u003cp\u003e5.4.5 Phosphonites with paracyclophane backbone 196\u003c\/p\u003e \u003cp\u003e5.4.6 Phosphonites with a spirobisindane backbone 197\u003c\/p\u003e \u003cp\u003e5.4.7 Miscellaneous phosphonite ligands 198\u003c\/p\u003e \u003cp\u003e5.4.8 Development of phosphonite ligands for industrially relevant processes 199\u003c\/p\u003e \u003cp\u003e5.4.9 Use of the phosphonite functionality to synthesize other ligands 206\u003c\/p\u003e \u003cp\u003e5.5 Experimental procedures for the syntheses of prototypical phosphinite and phosphonite ligands 208\u003c\/p\u003e \u003cp\u003e5.5.1 Phosphinite ligands 208\u003c\/p\u003e \u003cp\u003e5.5.2 Phosphonite ligands 217\u003c\/p\u003e \u003cp\u003e5.6 Acknowledgments 221\u003c\/p\u003e \u003cp\u003eAbbreviations 221\u003c\/p\u003e \u003cp\u003eReferences 222\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Mixed Donor Ligands 233\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eRené Tannert and Andreas Pfaltz\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e6.1 Introduction: general design principles 233\u003c\/p\u003e \u003cp\u003e6.2 Synthesis of bidentate P,X-ligands 235\u003c\/p\u003e \u003cp\u003e6.2.1 P,N-ligands 235\u003c\/p\u003e \u003cp\u003e6.2.2 P,O-ligands 250\u003c\/p\u003e \u003cp\u003e6.2.3 P,S-ligands 252\u003c\/p\u003e \u003cp\u003e6.2.4 P,C-ligands 255\u003c\/p\u003e \u003cp\u003e6.3 Conclusion 257\u003c\/p\u003e \u003cp\u003e6.4 Experimental procedures 257\u003c\/p\u003e \u003cp\u003e6.4.1 Synthesis of PHOX ligand 257\u003c\/p\u003e \u003cp\u003e6.4.2 Synthesis of NeoPHOX ligand 259\u003c\/p\u003e \u003cp\u003eReferences 260\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Phospholes 267\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eDuncan Carmichael\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e7.1 Introduction 267\u003c\/p\u003e \u003cp\u003e7.2 Creation of phospholes for use as ligands 269\u003c\/p\u003e \u003cp\u003e7.2.1 Reactions of phosphorus dihalides with metallated dienes 269\u003c\/p\u003e \u003cp\u003e7.2.2 Reactions of phosphorus dihalides with dienes 270\u003c\/p\u003e \u003cp\u003e7.2.3 Michael addition of primary phosphines to dienes 271\u003c\/p\u003e \u003cp\u003e7.3 Postsynthetic functionalisation 271\u003c\/p\u003e \u003cp\u003e7.3.1 Functionalisation at phosphorus 271\u003c\/p\u003e \u003cp\u003e7.3.2 At phosphorus: use of electrophiles 272\u003c\/p\u003e \u003cp\u003e7.3.3 At phosphorus: use of nucleophiles and aromatics 272\u003c\/p\u003e \u003cp\u003e7.3.4 At carbon: elaboration about the phosphole nucleus 272\u003c\/p\u003e \u003cp\u003e7.4 Phosphole coordination chemistry 273\u003c\/p\u003e \u003cp\u003e7.5 Phospholes in catalysis 276\u003c\/p\u003e \u003cp\u003e7.6 Experimental procedures 279\u003c\/p\u003e \u003cp\u003eReferences 280\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Phosphinine Ligands 287\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eChristian Müller\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction 287\u003c\/p\u003e \u003cp\u003e8.2 Ligand properties 288\u003c\/p\u003e \u003cp\u003e8.2.1 Electronic properties 288\u003c\/p\u003e \u003cp\u003e8.2.2 Structural characteristics and steric properties 289\u003c\/p\u003e \u003cp\u003e8.2.3 Reactivity of phosphinines 290\u003c\/p\u003e \u003cp\u003e8.3 Synthesis of Phosphinines 292\u003c\/p\u003e \u003cp\u003e8.3.1 O + \/P exchange reaction 292\u003c\/p\u003e \u003cp\u003e8.3.2 Tin route 294\u003c\/p\u003e \u003cp\u003e8.3.3 [4 + 2] cycloaddition reactions 294\u003c\/p\u003e \u003cp\u003e8.3.4 Ring expansion methods 295\u003c\/p\u003e \u003cp\u003e8.3.5 Metal-mediated functionalizations 296\u003c\/p\u003e \u003cp\u003e8.4 Coordination chemistry 297\u003c\/p\u003e \u003cp\u003e8.5 Reactivity of transition metal complexes 300\u003c\/p\u003e \u003cp\u003e8.6 Application of phosphinines in homogeneous catalysis 300\u003c\/p\u003e \u003cp\u003e8.7 Experimental procedure for the synthesis of selected phosphinines 303\u003c\/p\u003e \u003cp\u003eReferences 305\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Highly Strained Organophosphorus Compounds 309\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eJ. Chris Slootweg and Koop Lammertsma\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e9.1 Introduction 309\u003c\/p\u003e \u003cp\u003e9.2 Three-membered rings 310\u003c\/p\u003e \u003cp\u003e9.3 Rearrangements 312\u003c\/p\u003e \u003cp\u003e9.4 Homogeneous catalysis 313\u003c\/p\u003e \u003cp\u003e9.5 Conclusions 314\u003c\/p\u003e \u003cp\u003e9.6 Experimental procedures 314\u003c\/p\u003e \u003cp\u003e9.6.1 Synthesis of BABAR-Phos 49a (R = i-Pr) 314\u003c\/p\u003e \u003cp\u003e9.6.2 Synthesis of BABAR-Phos 49b (R = 3,5-(CF 3) 2 c 6 H 3) 315\u003c\/p\u003e \u003cp\u003eReferences 316\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Phosphaalkenes 321\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eJulien Dugal-Tessier, Eamonn D. Conrad, Gregory R. Dake, and Derek P. Gates\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e10.1 Introduction 321\u003c\/p\u003e \u003cp\u003e10.1.1 Frontier molecular orbitals of phosphaalkenes 322\u003c\/p\u003e \u003cp\u003e10.2 Synthesis of phosphaalkenes 324\u003c\/p\u003e \u003cp\u003e10.2.1 Diphosphinidenecyclobutene (DPCB) synthesis (P,P chelates) 324\u003c\/p\u003e \u003cp\u003e10.2.2 Bidentate-chelating P,P phosphaalkene ligands 325\u003c\/p\u003e \u003cp\u003e10.2.3 Phosphaalkenes capable of P,N-chelation to metals 326\u003c\/p\u003e \u003cp\u003e10.2.4 P,X achiral phosphaalkene ligands (X=P, O, S) 326\u003c\/p\u003e \u003cp\u003e10.2.5 Synthesis of enantiomerically pure P,X ligands (X=P, N) 328\u003c\/p\u003e \u003cp\u003e10.3 Catalysis with phosphaalkene ligands 329\u003c\/p\u003e \u003cp\u003e10.3.1 Ethylene polymerization 329\u003c\/p\u003e \u003cp\u003e10.3.2 Cross-coupling reactions 330\u003c\/p\u003e \u003cp\u003e10.3.3 Hydro- and dehydrosilylation 332\u003c\/p\u003e \u003cp\u003e10.3.4 Hydroamination and hydroamidation 333\u003c\/p\u003e \u003cp\u003e10.3.5 Isomerization reactions 334\u003c\/p\u003e \u003cp\u003e10.3.6 Allylic substitution 335\u003c\/p\u003e \u003cp\u003e10.3.7 Asymmetric catalysis 336\u003c\/p\u003e \u003cp\u003e10.4 Concluding remarks 337\u003c\/p\u003e \u003cp\u003e10.5 Experimental procedures for representative ligands 338\u003c\/p\u003e \u003cp\u003e10.5.1 Synthesis of DPCB 338\u003c\/p\u003e \u003cp\u003e10.5.2 Synthesis of PhAk–Ox 338\u003c\/p\u003e \u003cp\u003e10.6 Acknowledgments 339\u003c\/p\u003e \u003cp\u003eReferences 339\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Phosphaalkynes 343\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eChristopher A. Russell and Nell S. Townsend\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e11.1 Introduction 343\u003c\/p\u003e \u003cp\u003e11.2 General experimental 344\u003c\/p\u003e \u003cp\u003e11.3 Preparation of PC t Bu 344\u003c\/p\u003e \u003cp\u003e11.3.1 Tris(trimethylsilyl)phosphine, P(SiMe3) 345\u003c\/p\u003e \u003cp\u003e11.3.2 tert -butylphosphaalkene, Me SiP = C(OSiMe) t Bu (systematic name \u003cb\u003e \u003c\/b\u003e[2,2-dimethyl-1-(trimethylsiloxy)propylidene]–(trimethylsilyl) phosphine) 346\u003c\/p\u003e \u003cp\u003e11.3.3 tert-butylphosphaalkyne, systematic name (2,2-dimethylpropylidyne)phosphine; t BuC≡P 347\u003c\/p\u003e \u003cp\u003e11.4 Adamanylphosphaalkyne, AdC≡P 348\u003c\/p\u003e \u003cp\u003e11.4.1 Adamant-1-yl(trimethylsiloxy)methylidene (trimethylsilyl) phosphine 348\u003c\/p\u003e \u003cp\u003e11.4.2 (Adamant-1-ylmethylidyne)phosphine 348\u003c\/p\u003e \u003cp\u003e11.5 Mesitylphosphaalkyne, MesC≡P 349\u003c\/p\u003e \u003cp\u003e11.5.1 Preparation of potassium bis(trimethylsilyl)phosphide {KP(SiMe 3) 2 } 349\u003c\/p\u003e \u003cp\u003e11.5.2 Mesityl(trimethylsiloxy)methylene trimethylsilylphosphine 349\u003c\/p\u003e \u003cp\u003e11.5.3 Mesitylphosphaalkyne 350\u003c\/p\u003e \u003cp\u003e11.6 Phospholide anions 350\u003c\/p\u003e \u003cp\u003e11.6.1 Preparation of Cp 2 Zr(PC Bu) 2 351\u003c\/p\u003e \u003cp\u003e11.6.2 Preparation of ClP(PC t Bu) 2 351\u003c\/p\u003e \u003cp\u003e11.6.3 Preparation of the triphospholide anion and derivation to give the triphenylstannylphosphole 352\u003c\/p\u003e \u003cp\u003e11.6.4 Preparation of Cl 3 P 3 (C t Bu) 2 352\u003c\/p\u003e \u003cp\u003e11.6.5 Preparation of the triphospholide anion 352\u003c\/p\u003e \u003cp\u003e11.7 1,3,5-Triphosphabenzene 352\u003c\/p\u003e \u003cp\u003e11.7.1 Preparation of Cl 3 VN Bu 353\u003c\/p\u003e \u003cp\u003e11.7.2 Preparation of 1,3,5-triphospabenzene; P 3 (C t Bu) 3 353\u003c\/p\u003e \u003cp\u003eReferences 353\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 P-chiral Ligands 355\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eJérôme Bayardon and Sylvain Jugé\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e12.1 Introduction 355\u003c\/p\u003e \u003cp\u003e12.2 Designing P-chiral ligands using alcohols as chiral auxiliaries 357\u003c\/p\u003e \u003cp\u003e12.3 Designing P-chiral ligands using amino alcohols as chiral auxiliaries 363\u003c\/p\u003e \u003cp\u003e12.3.1 Synthesis starting from tricoordinated 1,3,2-oxazaphospholidines 364\u003c\/p\u003e \u003cp\u003e12.3.2 Synthesis starting from tetracoordinated 1,3,2-oxazaphospholidines 365\u003c\/p\u003e \u003cp\u003e12.3.3 Synthesis starting from 1,3,2-oxazaphospholidine borane complexes 366\u003c\/p\u003e \u003cp\u003e12.4 Designing of P-chiral ligands using amines as chiral auxiliaries 377\u003c\/p\u003e \u003cp\u003e12.4.1 Sparteine as chiral auxiliary 377\u003c\/p\u003e \u003cp\u003e12.4.2 α -Arylethylamines as chiral auxiliaries 381\u003c\/p\u003e \u003cp\u003e12.5 Conclusion 381\u003c\/p\u003e \u003cp\u003e12.6 Experimental procedures 383\u003c\/p\u003e \u003cp\u003eReferences 385\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 Phosphatrioxa-adamantane Ligands 391\u003cbr\u003e \u003c\/b\u003e\u003ci\u003ePaul G. Pringle and Martin B. Smith\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e13.1 Introduction 391\u003c\/p\u003e \u003cp\u003e13.2 Synthesis of phosphatrioxa-adamantanes 393\u003c\/p\u003e \u003cp\u003e13.3 Catalysis supported by phosphatrioxa-adamantane ligands 395\u003c\/p\u003e \u003cp\u003e13.3.1 Alkoxycarbonylation 395\u003c\/p\u003e \u003cp\u003e13.3.2 Hydroformylation and hydrocyanation 397\u003c\/p\u003e \u003cp\u003e13.3.3 Pd-catalysed coupling reactions 399\u003c\/p\u003e \u003cp\u003e13.3.4 Asymmetric hydrogenation 400\u003c\/p\u003e \u003cp\u003e13.4 Experimental procedures for phosphatrioxa-adamantanes ligands 401\u003c\/p\u003e \u003cp\u003e13.4.1 Preparation of CgPH 401\u003c\/p\u003e \u003cp\u003e13.4.2 Preparation of CgPH(BH 3) 402\u003c\/p\u003e \u003cp\u003e13.4.3 Preparation of CgPBr 402\u003c\/p\u003e \u003cp\u003e13.4.4 Preparation of CgPCH 2 Ch 2 CH PCg (L) 2 1 402\u003c\/p\u003e \u003cp\u003e13.4.5 Preparation of CgPPh (L 7) 402\u003c\/p\u003e \u003cp\u003eReferences 402\u003c\/p\u003e \u003cp\u003e\u003cb\u003e14 Calixarene-based Phosphorus Ligands 405\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eAngelica Marson, Piet W. N. M. van Leeuwen, and Paul C. J. Kamer\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction 405\u003c\/p\u003e \u003cp\u003e14.2 Conformational properties 407\u003c\/p\u003e \u003cp\u003e14.3 Calixarene-based phosphorus ligands 409\u003c\/p\u003e \u003cp\u003e14.3.1 Phosphines and phosphinites 409\u003c\/p\u003e \u003cp\u003e14.3.2 Phosphites and phosphonites 414\u003c\/p\u003e \u003cp\u003e14.4 Applications in homogeneous catalysis 422\u003c\/p\u003e \u003cp\u003e14.5 Experimental procedures 424\u003c\/p\u003e \u003cp\u003eReferences 425\u003c\/p\u003e \u003cp\u003e\u003cb\u003e15 Supramolecular Bidentate Phosphorus Ligands 427\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eJarl Ivar van der Vlugt and Joost N. H. Reek\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e15.1 Introduction: general design principles 427\u003c\/p\u003e \u003cp\u003e15.2 Construction of bidentate phosphorus ligands via self-assembly 429\u003c\/p\u003e \u003cp\u003e15.2.1 H bonding 429\u003c\/p\u003e \u003cp\u003e15.2.2 Metal template assembly 440\u003c\/p\u003e \u003cp\u003e15.2.3 Ion templation 445\u003c\/p\u003e \u003cp\u003e15.3 Conclusions 446\u003c\/p\u003e \u003cp\u003e15.4 Experimental procedures 447\u003c\/p\u003e \u003cp\u003e15.4.1 General remarks 447\u003c\/p\u003e \u003cp\u003e15.4.2 Synthesis of UREAPhos 447\u003c\/p\u003e \u003cp\u003e15.4.3 Synthesis of METAMORPhos 448\u003c\/p\u003e \u003cp\u003e15.4.4 Synthesis of supraphos 450\u003c\/p\u003e \u003cp\u003eReferences 459\u003c\/p\u003e \u003cp\u003e\u003cb\u003e16 Solid-phase Synthesis of Ligands 463\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eMichiel C. Samuels, Bert H. G. Swennenhuis, and Paul C. J. Kamer\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e16.1 Introduction 463\u003c\/p\u003e \u003cp\u003e16.2 Insoluble supports in ligand synthesis 466\u003c\/p\u003e \u003cp\u003e16.3 Soluble polymeric supports 470\u003c\/p\u003e \u003cp\u003e16.4 Supported ligands in catalysis 472\u003c\/p\u003e \u003cp\u003e16.5 Solid-phase synthesis of nonsupported ligands 473\u003c\/p\u003e \u003cp\u003e16.6 Conclusions and outlook 475\u003c\/p\u003e \u003cp\u003e16.7 Experimental procedures 476\u003c\/p\u003e \u003cp\u003eReferences 478\u003c\/p\u003e \u003cp\u003e\u003cb\u003e17 Biological Approaches 481\u003cbr\u003e \u003c\/b\u003e\u003ci\u003eRené den Heeten, Paul C. J. Kamer, and Wouter Laan\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e17.1 Introduction 481\u003c\/p\u003e \u003cp\u003e17.2 Peptide-based phosphine ligands 481\u003c\/p\u003e \u003cp\u003e17.2.1 Solid-phase synthesis using phosphine-containing amino acids 481\u003c\/p\u003e \u003cp\u003e17.2.2 Functionalisation of peptides with phosphines 485\u003c\/p\u003e \u003cp\u003e17.3 Oligonucleotide-based phosphine ligands 487\u003c\/p\u003e \u003cp\u003e17.3.1 Covalent anchoring of phosphines to DNA 487\u003c\/p\u003e \u003cp\u003e17.4 Phosphine-based artificial metalloenzymes 488\u003c\/p\u003e \u003cp\u003e17.4.1 Supramolecular anchoring of phosphines to proteins 489\u003c\/p\u003e \u003cp\u003e17.4.2 Covalent anchoring of phosphines 491\u003c\/p\u003e \u003cp\u003e17.5 Conclusions and outlook 492\u003c\/p\u003e \u003cp\u003e17.6 Representative synthetic procedures 493\u003c\/p\u003e \u003cp\u003e17.6.1 Artificial hydrogenases based on the biotin–streptavidin technology 493\u003c\/p\u003e \u003cp\u003e17.6.2 Site-selective covalent modification of proteins with phosphines via hydrazone linkage 494\u003c\/p\u003e \u003cp\u003e17.7 Acknowledgments 495\u003c\/p\u003e \u003cp\u003eReferences 495\u003c\/p\u003e \u003cp\u003e\u003cb\u003e18 The Design of Ligand Systems for Immobilisation in Novel Reaction Media 497\u003cbr\u003e \u003c\/b\u003e\u003ci\u003ePaul B. Webb and David J. Cole Hamilton\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e18.1 Introduction 497\u003c\/p\u003e \u003cp\u003e18.2 Aqueous biphasic catalysis 499\u003c\/p\u003e \u003cp\u003e18.3 Fluorous biphasic catalysis 503\u003c\/p\u003e \u003cp\u003e18.4 Ionic liquids as reaction media 507\u003c\/p\u003e \u003cp\u003e18.5 Supercritical fluids as solvents in single and multiphasic reaction systems 512\u003c\/p\u003e \u003cp\u003e18.5.1 Biphasic systems based on CO 2 516\u003c\/p\u003e \u003cp\u003e18.6 Experimental section 518\u003c\/p\u003e \u003cp\u003e18.6.1 Trisodium salt of 3,3′,3″-phosphinetriylbenzenesulfonic acid (TPPTS) 518\u003c\/p\u003e \u003cp\u003e18.6.2 2,7-bis(SO 3 Na)-Xantphos 519\u003c\/p\u003e \u003cp\u003e18.6.3 Sulfonated BINAP 519\u003c\/p\u003e \u003cp\u003e18.6.4 Synthesis of Tris(1H,1H,2H,2H-perfluorooctyl)phosphine 520\u003c\/p\u003e \u003cp\u003e18.6.5 Synthesis of Tris (4-tridecafluorohexylphenyl)phosphine 520\u003c\/p\u003e \u003cp\u003e18.6.6 (Meta-sulfonatophenyl)diphenylphosphine, sodium salt (monosulfonated triphenylphosphine, TPPMS) 522\u003c\/p\u003e \u003cp\u003e18.6.7 1-Propyl-3-methylimidazolium diphenyl(3-sulfonatophenyl)-phosphine ([PrMIM][TPPMS]) 523\u003c\/p\u003e \u003cp\u003e18.6.8 4,4′-Phosphorylated 2,2′-Bis(diphenylphosphanyl)-1,1′-binaphthyl 523\u003c\/p\u003e \u003cp\u003e18.6.9 Synthesis of (R)-6,6′-bis(perfluorohexyl)-2,2′ bis (diphenylphosphino)-1,1′-binaphthyl ((R)-Rf-BINAP) 524\u003c\/p\u003e \u003cp\u003eReferences 526\u003cbr\u003e\u003cbr\u003e Index 533\u003c\/p\u003e\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\u003cp\u003e\u003cfont size=\"3\"\u003eSubject Areas: Chemistry [\u003ca title=\"See our other books on Chemistry\" href=\"https:\/\/freshlyprintedbooks.co.uk\/search?q=%22Chemistry%20%5BPN%5D%22\"\u003ePN\u003c\/a\u003e]\u003c\/font\u003e\u003c\/p\u003e\r\n\r\n\r\n\u003c\/font\u003e","brand":"Wiley","offers":[{"title":"Brand New","offer_id":52276380303640,"sku":"9780470666272","price":124.99,"currency_code":"GBP","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0730\/2037\/5320\/files\/9780470666272.jpg?v=1781368984","url":"https:\/\/freshlyprintedbooks.co.uk\/products\/phosphorusiiiligands-in-homogeneous-catalysis-design-and-synthesis-hardback-9780470666272","provider":"Freshly Printed Books","version":"1.0","type":"link"}