Cyclobutanediyls: A new class of localized biradicals. synthesis and epr spectroscopy

Rakesh Jain, Michael B. Sponsler, Frank D. Corns, Dennis A. Dougherty

Research output: Contribution to journalArticle

87 Scopus citations

Abstract

Nine triplet cyclobutanediyls (1) have been synthesized and observed by matrix isolation EPR spectroscopy. The zero-field splitting (zfs) parameters provide detailed information on the spin densities in these structures. The observed zfs values can be quantitatively modeled by using a straightforward semiempirical scheme, as long as one explicitly incorporates the spin polarization effects known to be important in radicals such as allyl and benzyl. In addition, interpretable hyperfine coupling (hfc) has been observed in many cyclobutanediyls. Spectral simulation produces the hfc constants, which provide further information on spin distribution and indicate that the four-membered ring in 1 is planar. Several new procedures have been developed for the synthesis of the azoalkane precursors, 3, which are described in detail.

Original languageEnglish (US)
Pages (from-to)1356-1366
Number of pages11
JournalJournal of the American Chemical Society
Volume110
Issue number5
DOIs
StatePublished - Mar 1 1988
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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