The Chemistry of Phosphinic and Phosphinous Acid Derivatives Containing t-Butyl Group as a Single Bulky Substituent: Synthetic, Mechanistic and Stereochemical Aspects

Author(s): Jozef Drabowicz, Wieslawa Kudelska, Andrzej Lopusinski, Adrian Zajac.

Journal Name: Current Organic Chemistry

Volume 11 , Issue 1 , 2007

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Abstract:

Basic synthetic procedures commonly applied for the preparation of racemic and optically active phosphinic and phosphinous acid derivatives containing a t-butyl group as a single bulky substituent are presented. Mechanistic and stereochemical aspects of the presented protocols are discussed. Structural studies, which include the X-ray and vibrational circular dichroism-based determinations of the absolute configuration at the stereogenic phosphorus atom and calculations of conformational equilibria for a few model compounds are also mentioned. The use of the optically active tbutylphenylthiophosphinic acid as a chiral solvating agent is illustrated.

Keywords: t-Butylphenylphosphine sulfide, halogenation reaction, iodine oxidation, stereoselectivity, secondary chlorophosphines

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Article Details

VOLUME: 11
ISSUE: 1
Year: 2007
Page: [3 - 15]
Pages: 13
DOI: 10.2174/138527207779316543

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