ORGANOPHOSPHORUS CHEMISTRY: Volume 46 (Specialist Periodical Reports - Organophosphorus Chemistry)

Product description From the Back Cover Coverage in this annual review of the literature presents a comprehensive and critical survey of the vast field of study involving organophosphorus compounds, from phosphines and phosphonium salts through to phosphorus acids, nucleotides, ylides and phosphazenes. The Editors have added to the usual content with a timely chapter on the recent developments in green synthetic approaches in organophosphorus chemistry to reflect current interests in the area. About the Author Professor David Allen is Emeritus professor of chemistry at the Sheffield Hallam University, UK. His main research interests are in phosphonium salts and related compounds. Current interests include the preparation of phosphonioalkyl derivatives of biologically active molecules, the phosphonioalkyl group facilitating the passage of the biologically active agent through cell membranes, and studies of the formation of biologically active surface-functionalised gold nanoparticles. Excerpt. © Reprinted by permission. All rights reserved. Organophosphorus Chemistry Volume 46By D. W. Allen, J. C. Tebby, D. LoakesThe Royal Society of ChemistryCopyright © 2017 The Royal Society of ChemistryAll rights reserved.ISBN: 978-1-78262-901-6ContentsPreface David Allen, David Loakes and John Tebby, v, Phosphines and related C–P bonded compounds D. W. Allen, 1, Tervalent phosphorus acid derivatives Mariette M. Pereira, Rui M. B. Carrilho and Mario J. F. Calvete, 52, Phosphine chalcogenides G. Keglevich, 104, Phosphonium salts and P-ylides Maurizio Selva, Alvise Perosa and Marco Noè, 139, Nucleotides and nucleic acids: mononucleotides Piotr Guga and Anna D. Maciaszek, 183, Quinquevalent phosphorus acids Piotr Balczewski and Joanna Skalik, 213, Pentacoordinated and hexacoordinated compounds Romana Pajkert and Gerd-Volker Röschenthaler, 323, Phosphazenes Vadapalli Chandrasekhar and Ramakirushnan Suriya Narayanan, 342, Green synthetic approaches in organophosphorus chemistry: recent developments Goutam Brahmachari, 418, CHAPTER 1Phosphines and related C–P bonded compoundsD. W. AllenDOI: 10.1039/9781788010689-000011 IntroductionThis chapter covers the literature published during 2015 relating to the above area. The number of papers published in 2015 is similar to that in 2014. Although it has been necessary to continue to be selective in the choice of publications cited, it is hoped that the most significant developments have been noted. The past year has again seen the publication of a considerable number of review articles and many of these are cited in the various sections of this report. The use of a wide range of tervalent phosphorus ligands in catalysis continues to be a major driver in the chemistry of traditional P–C-bonded phosphines (and also that of tervalent phosphorus acid derivatives, usually covered in detail elsewhere in this volume). As in recent years, a noteworthy feature of the literature reviewed here is the large number of papers reporting studies of the reactivity of phosphines, in particular those involving nucleophilic attack at a carbon atom of an electrophilic substrate. Recent general reviews include a survey of the chemistry of primary phosphines, the synthesis and reactivity of apical heteroatomic branched triphosphines, and a survey of modern methods for the synthesis of heteroleptic phosphines R2PR'. Also of interest is a review of advances in phosphorus-centred radical reactions in P–C bond formation.2 Phosphines2.1 Preparation2.1.1 From halogenophosphines and organometallic reagents. This route has continued to be applied widely, with most work involving the use of organolithium reagents. Once again, although very few reports of Grignard and related organomagnesium-based procedures have appeared, these reagents have found use, in combination with chlorophosphines, in the development of routes to the sterically crowded ter-aryl monophosphine and the diphosphinoimidazole (and related imidazolium–phosphenium salt systems). In contrast, organolithium-halogenophosphine routes have been used in the synthesis of a wide range of new mono-, di- and polyphosphines. Among new monophosphines reported are various N-(disilylaminoaryl)phosphines, the air-stable 2-arylindenylphosphine and the hybrid phosphino-o-dicarbaborane-m-terphenyl, a series of perfluoropropenylphosphines, a range of 2-(N-pyrrolyl- or N-pyrazolyl)-dialkyl- and diaryl-phosphinophenylphosphines, e.g., hydrophilic zwitterionic phosphines, e.g., the dihydroxyterphenylphosphines, phosphinocarbyne complexes of the type R2P-C[equivalent]W(L)n", the phosphino-silane chelating ligand (8), unusual electron-rich imidazolin-2-ylideneaminophosphines, e.g., and a wide range of new mono-, and di-phosphinobiaryls, e.g., and the route to the latter involving desymmetrization of the prochiral 2,2,6,6-tetrabromobiphenyl via asymmetric bromine-lithium exchange. Among other functionalised diphosphines accessed by organolithium-halogenophosphine routes are