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3-Phenyl-3-benzoborepin, a carbon-boron heterocycle with aromatic character

✍ Scribed by A.J. Leusink; W. Drenth; J.G. Noltes; G.J.M. van der Kerk

Publisher: Elsevier Science
Year: 1967
Tongue: French
Weight: 188 KB
Volume: 8
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)90681-6

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✦ Synopsis

Htlckells (4n t c)n-electron rule prsdicts that borepin (I), which is isoelectronic with the tropylium ion (II), will be aromatic. However, all attempts to prepare borepin have failed (l-3). The dibenzo derivative (III) has been synthesized by Van Tamelen et a1.( ), but these authors do not make clear the extent of aromatic stabilization in the central ring.

We wish to report on the synthesis of 3-phenyl-3-benzoborepin (IV). A study of its properties has revealed that this compound does display aromatic character. IV was obtained

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