ISSN:
1434-4475
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The reaction between 2,3-dichloromaleic acid dialkylester (alkyl=CH3 and C2H5) and diphenyl(trimethylsilyl)phosphine, leading to diphenylphosphine substituted esters of maleic and fumaric acid has been studied. With a molar ratio 1:1 of the components 2-chloro-3-diphenylphosphinomaleic acid dimethylester (3) and-diethylester are obtained as colourless crystalline compounds. From a 1:2 reaction however only bis(diphenylphosphino)fumaric acid dimethylester (colourless crystals) and-diethylester (yellow) can be crystallized, the latter in a partially oxydized form. The presence of bis(diphenylphosphino)maleic acid diester in the oily part of the reaction products has been proved by its chelating with Ni2+ and Pd2+ to complexes of the compositionMeCl2·(PP). Pure bis(diphenylphosphino)maleic acid dimethylester (4) could be synthesized by alcoholysis and following methylation of bis (diphenylphosphino)maleic anhydrid. Contrary to this easily chelating and air stable compound the corresponding fumaric acid diesters give no complexes with the metals examined as far and are very sensitive towards oxygen. This sensitivity decreases strongly after oxydation to 2-diphenylphosphino-3-diphenylphosphorylfumaric acid diester, the diethylester of which could be crystallized in pure form. Characteristic vibration bands, uv/vis-absorption and31P-nmr peaks are discussed. The result of X-ray diffraction data of3 and4 are reported and conformation, bond lengthes and bond angles of these molecules are given.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00913005
