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

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

Volume: 11 Issue: 1

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

Affiliation:

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

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.

Cite this article as:

Drabowicz Jozef, Kudelska Wieslawa, Lopusinski Andrzej and Zajac Adrian, The Chemistry of Phosphinic and Phosphinous Acid Derivatives Containing t-Butyl Group as a Single Bulky Substituent: Synthetic, Mechanistic and Stereochemical Aspects, Current Organic Chemistry 2007; 11 (1) . https://dx.doi.org/10.2174/138527207779316543