Bora-aromatic systems. 12. Thermal generation and transformation of the borepin ring system: a paradigm of pericyclic processes

JJ Eisch, JE Galle, B Shafii, AL Rheingold

Index: Eisch, John J.; Galle, James E.; Shafii, Babak; Rheingold, Arnold L. Organometallics, 1990 , vol. 9, p. 2342 - 2349

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Citation Number: 60

Abstract

That the tricoordinate boron in the latter is conjugated with the cyclopentadiene ring is shown by the hypsochromic spectral shift caused by coordination with amines. The overall conversion of borole to this isomer of borepin involves a remarkable sequence of pericyclic reactions: a Diels-Alder cycloaddition, 1, 3-sigmatropic suprafacial rearrangements of the resulting 7-borabicyclo [2.2. llheptadiene, a 1, 6-disrotatory electrocyclic ring opening to ...