Open AccessChiral sulfur‐containing structures: Selected synthetic and structural aspects
Author(s) -
Drabowicz Józef,
Zając Adrian,
Krasowska Dorota,
Bujnicki Bogdan,
Dudziński Bogdan,
Janicka Magdalena,
Mikołajczyk Marian,
Chmielewski Marek,
Czarnocki Zbigniew,
Gawroński Jacek,
Polavarapu Prasad L.,
Wieczorek Michał W,
Marciniak Bernard,
SokołowskaRóżycka Ewa
Publication year - 2007
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.20335
Subject(s) - chemistry , sulfur , organic chemistry , biochemical engineering , engineering
Synthetic procedures applied for the preparation of a new diastereomerically pure sulfinate and amidosulfite and a few enantiomerically pure sulfinyl derivatives, including sulfoxides functionalized with a perfluorocumyl substituent, are presented. Attempts to polymerize optically active 2‐(3‐thienyl)ethyl p‐tolyl sulfoxide are also mentioned. Mechanistic and stereochemical aspects of the presented protocols are discussed. Structural studies, which include the X‐ray, circular dichroism, and vibrational circular dichroism‐‐based determinations of the absolute configurations at the stereogenic sulfur atoms and calculations of conformational equilibria for a few model sulfur‐containing compounds are also described. The use of optically active t ‐butylphenylthiophosphinic acid as a chiral solvating agent is illustrated. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:527–536, 2007; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20335