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Photochemical Ring Openings are Complete in Picoseconds: A Time-Resolved UV Resonance Raman Study

  • P. J. Reid
  • S. J. Doig
  • R. A. Mathies
Conference paper
Part of the Springer Proceedings in Physics book series (SPPHY, volume 68)

Abstract

A classic electrocyclic ring-opening reaction is the photoconversion of 1,3-cyclohexadiene (CHD) to cis-hexatriene (cis-HT)[1]. Our time-resolved resonance Raman studies have shown that the timescale for cis-HT formation is 8 ± 1 ps[2]. To determine if the kinetics of CHD are representative of other photochemical ring-opening reactions, we have studied the photoconversions of 1,3,5-cyclooctatriene (COT) to octatetraene and of α-phellandrene (α-PHE) to 3,7-dimethyl-1,3,5-octatriene.[3] COT is known to photochemically ring open with a disrotatory motion of the methylene portion of the ring as opposed to the conrotatory ring opening of CHD[4]. α-PHE is a substituted 1,3-cyclohexadiene in which one of the carbons undergoing conrotatory rotation has a hydrogen substituted for an isopropyl group.[5]

Keywords

Ring Opening Difference Spectrum Formation Time Positive Peak Left Half 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

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    R.J. de Kock, NG. Minnard, E. Havinga: Rec. Trav. Chim. Pays-Bas 79, 922 (1960)CrossRefGoogle Scholar
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    P.J. Reid, S.J. Doig, R.A. Mathies: Chem. Phys. Lett. 136, 163 (1989)CrossRefADSGoogle Scholar
  3. 3.
    P.J. Reid, S.J. Doig, R.A. Mathies: J. Phys. Chem. 94, 8396 (1990)CrossRefGoogle Scholar
  4. 4.
    T. Goldfarb, L. Lindquist: J. Am. Chem. Soc. 89, 4588 (1967)CrossRefGoogle Scholar
  5. 5.
    J.E. Baldwin, S.M. Krueger: J. Am. Chem. Soc. 91, 6444 (1969)CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 1992

Authors and Affiliations

  • P. J. Reid
    • 1
  • S. J. Doig
    • 1
  • R. A. Mathies
    • 1
  1. 1.Department of ChemistryUniversity of CaliforniaBerkeleyUSA

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