Thermolysis of spiro[4.4]nonadiene-1,3 and spiro[4.5]decadiene-1,3

L.M. Dane, J.W. Haan, de, H. Kloosterziel

Research output: Contribution to journalArticleAcademicpeer-review

27 Citations (Scopus)
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Abstract

Thermolysis of spiro 4.4%nona-1,3-diene and spiro 4.5%deca-1,3-diene at 280-380 Deg and 380-450 Deg, resp., yields 1,2-cyclopenta-1',3'-dienocyclohexene and 1,2-cyclopenta-1',3'-dienocycloheptene by first order kinetics. Comparison of calcd. activation energies and free energies for 2 proposed reaction mechanisms with exptl. values indicates that a one step suprafacial sigmatropic reaction involving 1,5-shifts of alkyl groups occurs. [on SciFinder (R)]
Original languageEnglish
Pages (from-to)2755-2758
Number of pages4
JournalTetrahedron Letters
Volume11
Issue number32
DOIs
Publication statusPublished - 1970

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