Conformation energy around the N(sp3)O single bond

Jean M J Tronchet, I. Komáromi

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A detailed conformational analysis was performed on simple substituted hydroxylamines using either ab initio (from HF/6‐31G* to RQCISD/6‐311G**) or popular semiempirical (MNDO, AM1, PM3) methods to ascertain the allowed conformations and to establish the influence of the level of theory on the results. All the ab initio results (provision being made for their expected divergences) are similar and show a simple twofold character for the > NO rotational energy, without any appreciable populations of the cis conformer. On the other hand, the predictive value of the semiempirical methods for structural and energetical parameters of molecules bearing > NO moieties is limited, a situation like that prevailing for peptide bonds. The inversional barriers for the methyl‐substituted hydroxylamines were also calculated and compared to the corresponding rotational energy barriers. Rotation is generally favored over inversion for hydroxylamine and its methylated derivatives. © 1994 by John Wiley & Sons, Inc.

Original languageEnglish
Pages (from-to)1091-1104
Number of pages14
JournalJournal of Computational Chemistry
Volume15
Issue number10
DOIs
Publication statusPublished - 1994

ASJC Scopus subject areas

  • Chemistry(all)
  • Computational Mathematics

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