P-chirogenic benzo-fused phenoxaphosphane: synthesis, resolution and study of the stereochemical properties of the corresponding palladium complexes

F. Doro, M. Lutz, J.N.H. Reek, A.L. Spek, P.W.N.M. van Leeuwen

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

The synthesis and resolution of chiral phenoxaphosphane 3, with the stereogenic center at the phosphorus atom, is described. Compound 3 has been synthesized following a wellknown procedure for trapping a phosphorus atom within a six-membered ring. The resolution of the racemic mixture of 3 was achieved through separation of its diastereomeric palladacycle derivatives 7a,b and 9a,b. The absolute configuration of enantiopure phosphanes 3a,b was assigned unequivocally by means of X-ray crystal structure determination for complex 9a and by combination of NOE(1H–1H)/COSY- (1H,1H) spectroscopy and DFT calculations for complexes 7a,b, which in both cases led to identical results.
Original languageUndefined/Unknown
Pages (from-to)1309-1317
Number of pages9
JournalEuropean Journal of Inorganic Chemistry
Volume2008
Publication statusPublished - 2008

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