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Conformational Preference of 2‐Triphenylphosphonio‐1,3‐Dithianes: Competition Between Steric and Anomeric Effects
Author(s) -
Mikołajczyk Marian,
Graczyk Piotr,
Wieczorek Michał W.,
Bujacz Grzegorz
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199105781
Subject(s) - steric effects , anomeric effect , conformational isomerism , anomer , preference , competition (biology) , chemistry , stereochemistry , economics , molecule , organic chemistry , microeconomics , biology , ecology
The 2‐triphenylphosphonio‐1,3‐dithianes 1–4 are characterized by only slight preference of the bulky Ph 3 P group for the equatorial position. The reason is that steric effects—namely, repulsive 1,3 interactions in the axial conformers—must compete with the anomeric effect.