Steric effects in five-membered rings. Part VI. Kinetics of oxidation of β-substituted cyclopentanols by chromium(VI) oxide

Pablo S. Wechsler, Benzion Fuchs*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

A study is presented on the CrVI oxidation rates of 3,3- and 3,3,4,4-substituted cyclopentanols at four temperatures. The activation parameters were evaluated. Kinetic isotope effects were also measured at all temperatures. Mechanistic and conformational implications are discussed, and it is concluded that, in contrast to analogous six-membered ring compounds, the behaviour of cyclopentanols indicates lack of appreciable non-bonded interactions and the operation of torsional strain relief.

Original languageEnglish
Pages (from-to)943-946
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number8
DOIs
StatePublished - 1976

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