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Steric Effects on Reaction Rates – III. Application of Force‐Field Calculations to Chromic Acid Oxidation of Alcohols
Author(s) -
Müller Paul,
Blanc Jacky,
Lenoir Dieter
Publication year - 1982
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19820650410
Subject(s) - chemistry , chromic acid , steric effects , strain (injury) , reactivity (psychology) , computational chemistry , alcohol oxidation , force field (fiction) , field (mathematics) , organic chemistry , catalysis , quantum mechanics , medicine , alternative medicine , pathology , physics , mathematics , pure mathematics
The rates of oxidation with chromic acid of 15 bi‐ and polycyclic secondary alcohols have been measured and correlated with strain changes calculated by the MM1‐program between the alcohols and the corresponding ketones. A correlation of the same quality is obtained upon representation of OH‐strain by CH 3 ‐strain. The significance of the correlations with respect to the oxidation mechanism as well as the limitations of the applicability of force‐field calculations to reactivity problems are discussed.