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Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

✍ Scribed by Daniel A Sahade; Ken-ichi Tsukamoto; Thies Thiemann; Tsuyoshi Sawada; Shuntaro Mataka

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 454 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00055-1

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✦ Synopsis

Tetrahydroxy[2.2]

metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure.

Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.

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