Substituent Effects on the Nature of Hydrogen Bonding in Organic Hydroperoxides and the Structure of Triphenylmethyl Hydroperoxide

Document Type

Article

Language

eng

Publication Date

1-1990

Publisher

Springer

Source Publication

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science

Source ISSN

0568-5230

Abstract

It has been found that in the crystalline state in triphenylmethyl hydroperoxide the hydroperoxy group is involved in intermolecular hydrogen-bond formation of the type O-h...π, with one C...C π-bond in a benzene ring. Conformational analysis and comparison with the results of x-ray structural analysis leads us to conclude that there are very narrow limits on the possible conformations of the COOH group in tert-butyl, cumyl, 1,1-diphenylethyl, and triphenylmethyl hydroperoxides, independent of their aggregation state or the nature of the substituent attached to the COOH group.

Comments

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science, Vol. 39, No. 1 (January 1990): 57-62. DOI.

Sergey Lindeman was affiliated with A. N. Nesmeyanov Institute of Organometallic Compounds, Academy of Sciences of the USSR at the time of publication.

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