Organophosphorus chemistry by David W Allen, David Loakes, John C Tebby (eds.)

By David W Allen, David Loakes, John C Tebby (eds.)

Insurance during this annual overview of the literature offers a accomplished and important survey of the gigantic box of analysis regarding organophosphorus compounds, from phosphines and phosphonium salts via to phosphorus acids, nucleotides, ylides and phosphazenes. The Editors have extra to the standard content material with a well timed bankruptcy at the contemporary advancements in eco-friendly man made techniques in organophosphorus chemistry to mirror present pursuits within the region

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By David W Allen, David Loakes, John C Tebby (eds.)

Insurance during this annual overview of the literature offers a accomplished and important survey of the gigantic box of analysis regarding organophosphorus compounds, from phosphines and phosphonium salts via to phosphorus acids, nucleotides, ylides and phosphazenes. The Editors have extra to the standard content material with a well timed bankruptcy at the contemporary advancements in eco-friendly man made techniques in organophosphorus chemistry to mirror present pursuits within the region

Show description

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However, it was also found that a spontaneous Arbuzov decomposition of the intermediate phosphonium salts results in a consistent diastereomeric self-enrichment, with a higher rate constant for decomposition of the minor diastereoisomer. 339 Interest in the chemistry of the 1,3-diphosphacyclobutane-2,4-diradical systems has continued. 341 Schulz et al. 349 Ph Cl Ph P P PAr2 O N NHTs NH P Mes* S P Mes* P H Cl S (118) (120) (119) But P Cl P Mes* P P Mes* Mes* P GaCl4 Mes* Cl N C X Mes* N P Mes* Mes* F 3 P N P (121) Mes* N F (122) (123) pp-Bonded phosphorus compounds This area continues to generate interest across a wide range of pp-bonded phosphorus compounds.

122 New nickel-catalysed P–C bond formation procedures have been reported, involving P–H/C–CN and P–H/C–O cross-coupling reactions. Using these procedures, a wide range of aryl- and heteroaryl-phosphines has been obtained from cyanoarenes123 and phenolic esters, carbonates and carbamates124 as precursors. Further interest in copper(I) complexcatalysed procedures has also been noted. 126 O H B O 1 R (64) PPh2 R2 H N N X X = O or NR PAr2 Ph2P PPh2 R2P (65) (66) R = o-, m-, p-Tolyl or o-, m-, p-Mesityl Pri2N NH O PPh2 B NH2 O N N PPh2 PPh2 NH (67) Ar = Ph or o-Tolyl (68) SR2 n R1 (69) Ph2P P P Ph PPri2 OR SiF 3 Ph (70) R1 = o-An, o-Tol, o-biPh, Fc or m-Xylyl (71) R = Me, Pri or But R2 = alkyl or aryl; n = 0 or 1 (72) As in previous years, the elaboration of functional groups present in substituents at phosphorus has led to a wide range of new phosphines.

182 Very many other phosphine-catalysed reactions, in which the initial step is the formation of a reactive phosphoniobetaine intermediate by addition to carbon–carbon multiple bonds, in particular alkenes, dienes and a-substituted allenoates, the zwitterion then being trapped by a suitable electrophile, have been reported in the year under review. Also included in this category are reactions leading to carbon–carbon bond formation as typified by the Morita–Bayliss–Hillman (MBH) and related aza-MBH reactions.

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