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Phosphines and phosphonium salts D. Allen, J. Tebby and D.

Organophosphorus Chemistry (SPR Organophosphorus Chemistry (RSC)) (Vol 33)

Pentacoordinated and hexacoordinated compounds D. Tebby and C. Buy chapter. Tervalent phosphorus acid derivatives D. Quinquevalent phosphorus acids D. Tebby and B. Nucleic acids and nucleotides; mononucleotides D. Tebby and M. Nucleotides and nucleic acids; oligo-and polynucleotides D. Ylides and related species D. Tebby and N.

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Phosphazenes D. Tebby and J. Van De Grampel. Back cover D.

Paul Foglino

Print publication date: 25 Oct Copyright year: Print ISBN: A two-year coverage of progress in the chemistry of quinquevalent phosphorus acids is also presented. However, once again we are unable to provide specific coverage of Physical Methods in this volume.

The XVth International Conference on Phosphorus Chemistry was held in Japan in , resulting in a very considerable volume of conference papers and posters which appeared in Phosphorus, Sulfur and Silicon, and Related Elements in the summer of Vol , parts June and , August. As in recent years, the synthesis of new chiral phosphines and related chiral tervalent phosphorus esters and amides continues to be a major preoccupation, being driven by the need for improved performance in metal-catalysed processes. It is very pleasing to note that two of the recipients of the Nobel Prize for Chemistry, William S.

Knowles, and Ryoji Noyori, are honoured for their work in the synthesis and application in catalysis of chiral phosphine ligands. Interest in the structures of metallo-organophosphide systems, noted in the previous volume, has continued to develop. The chemistry of heteroaromatic ring systems, notably that of phospholes, and of low coordination number p,-bonded com- pounds, also remain active areas. The primary emphasis of most published work on the Wittig reaction, and its counterparts, continues to be applications in synthesis.

A potentially useful advance in this area is the use of ionic liquids as a medium for Wittig reactions. Developments in the coordination chemistry of ylide derivatives, particularly iminophosphoranes, continue apace and show that these compounds afford a diverse range of metal complexes. In the mononucleotide area, the past year has been highlighted by the develop- ment of novel phosphate-protecting groups and their use in nucleotide and chiral nucleoside thiophosphate chemistry.

Introduction to volume 33 - Organophosphorus Chemistry (RSC Publishing)

Concise methodologies have been de- scribed for cost effective syntheses of oligonucleotide building blocks, and the collection of unnatural nucleotides reported to have been synthesised has been considerably expanded. The number of publications on oligonucleotides continues to increase, with many new applications. Advances in NMR techniques are enabling a growing.

Also reported are developments in internucleotide linkages and sugar modifications, leading to a variety of new structures. Conjugation to oligonucleotides is also a rapidly developing field. Interest in DNA microarrays and the attachment of oligonuc- leotides to solid surfaces is developing, as is the generation of catalytically active DNA and RNA aptamers. Biological aspects of quinquevalent phosphorus acid chemistry, quite separate from nucleotide chemistry, continue to increase in importance and tetracoordi- nate phosphorus compounds continue to be a major source of transition state analogues for the generation of abzymes, etc.

Advances also relate to sugar and backbone modifications.

SPR - Organophosphorus Chemistry

Notewor-thy emerging areas include templated organic synthesis, and single moleculedetection. The three years since SPR 33 have seen considerable activity in the field ofhypervalent phosphorus chemistry especially in the area of hexacoordinate andpseudo-hexacoordinate phosphorus compounds. In this respect, the Holmesgroup has made further, substantial contributions to the subject of N, O and Sdonor interactions at hypervalent phosphorus and the relevance of such inter-actions to the mechanism of phosphoryl transfer enzymes.


  • Organophosphorus Chemistry (RSC Publishing).
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The utility ofproazaphosphatranes as catalysts or co-catalysts has been established byVerkade et al. The Lacour group hasdetailed the use of C2-symmetric hexacoordinated phosphate anions for enan-tiodifferentiation of organic and organometallic cations and last, but not least,Gillespie et al. After 25 years Dennis Hall is retiring as anauthor to this publication. We thank him for his invaluable contributions.

Over the two year period covered, there have been impressive advances inseveral areas of P V chemistry. For example, biological aspects of quinqueva-lent phosphorus acids chemistry continue to increase in importance. A widevariety of natural and unnatural phosphates including inositols, lipids, somecarbohydrates and their phosphonates, phosphinates and fluorinated ana-logues have been synthesized.

Highlights include the asymmetric synthesis ofphosphates, access to enantiomerically pure a-fluorinated phosphonate mime-tics and a fluorescent porphyrin conjugate.


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Special attention has been paid tothe synthesis of phosphorus analogues of all types of amino acids and somepeptides. Numerous investigations of phosphate ester hydrolysis and relatedreactions continue to be reported.

They include fluorescent monitoring probesand control of stereoselectivity of enzymatic hydrolysis of phosphonates. Therehave been interesting studies of phosphate complexation with lanthanide, zincand copper complexes, the latter involving host-guest concepts. Interest inapproaches to easier detoxification of insecticides continues. A number of newand improved stereoselective synthetic procedures have been elaborated.

Introduction to volume 33

Notable were highly enantioselective additions of N-phosphonyl imines withdialkyl zinc or hydroxyketones and a one-pot reaction of alkynylzirconoceneswith alkynyl phosphazenes and zinc carbenoids to give single isomercyclopropylphosphonamides. The importance of enantioselective and dynamickinetic asymmetric transformations is illustrated in many publications.

Otherinteresting reports cover the use of phosphoramidates for the synthesis of allylicamines as well as the first example of CP cleavage of a-aminophosphono acidsusing periodate. Two books have appeared on phosphazene chemistry reflecting its continu-ing wide development.