Synthesis and Photoreaction of 1,2,3,4-Tetra-t-butylnaphthalene: A Highly Crowded Naphthalene Derivative and Its Valenceisomers

Sadao Miki, Tadashi Ema, Rie Shimizu, Hiroshi Nakatsuji, Zen ichi Yoshida

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21 Citations (Scopus)

Abstract

1,2,3,4-Tetra-t-butylnaphthalene (2), a highly crowded naphthalene derivative, has been synthesized. Upon irradiation, 2 underwent photovalence isomerization to afford 1,2,5,6-tetra-t-butyl-3,4-benzo-3-tricyclo[3.1.0.02,6]-hexene (3). The synthesis of 1,4,5,6-tetra-t-butyl-2,3-benzo-2,5-bicyclo[2.2.0]hexadiene (1), which was used for the synthesis of 2, is also described.

Original languageEnglish
Pages (from-to)1619-1620
Number of pages2
JournalTetrahedron Letters
Volume33
Issue number12
DOIs
Publication statusPublished - Mar 17 1992
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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