A Molecular Orbital Study of Phenylcarbene and Diphenylcarbene

J. J. Dannenberg, Laura K. Vinson, M. Moreno, J. Bertran

Research output: Contribution to journalArticleResearchpeer-review

15 Citations (Scopus)

Abstract

The potential surfaces of diphenylcarbene and phenylcarbene, in singlet and triplet states, have been studied by using the AM1 molecular orbital method. The triplet was found to be the ground state in both cases. The energy difference between the triplet and singlet surfaces is calculated to be somewhat higher than that required by a mechanism for reaction of triplet I with methanol via a thermally populated singlet state. The electron affinity of I was calculated to be quite large (43.2 kcal/mol), suggesting the possibility of a mechanism involving electron transfer from methanol to I. The characteristics of suberanyl and suberenyl carbenes were calculated for comparison. © 1989, American Chemical Society. All rights reserved.
Original languageEnglish
Pages (from-to)5487-5491
JournalJournal of Organic Chemistry
Volume54
Issue number23
DOIs
Publication statusPublished - 1 Nov 1989

Fingerprint Dive into the research topics of 'A Molecular Orbital Study of Phenylcarbene and Diphenylcarbene'. Together they form a unique fingerprint.

  • Cite this

    Dannenberg, J. J., Vinson, L. K., Moreno, M., & Bertran, J. (1989). A Molecular Orbital Study of Phenylcarbene and Diphenylcarbene. Journal of Organic Chemistry, 54(23), 5487-5491. https://doi.org/10.1021/jo00284a020