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Synthesis of Enantiopure (S,R,S)- and (R,S,R)-1,4,5,8,9,16-Hexahydroxytetraphenylenes

✍ Scribed by An-Hui Wu; Chun-Kit Hau; Henry N. C. Wong

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 330 KB
Volume: 349
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200600499

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✦ Synopsis

Abstract

1,4,5,8,9,16‐Hexahydroxytetraphenylene (5) was synthesized by an iodobenzene diacetate‐mediated phenolic oxidation. Enantiopure forms of 1,4,5,8,9,16‐hexahydroxytetraphenylenes [(S,R,S)‐5 and (R,S,R)] were successfully synthesized either by using (S,S)‐and (R,R)‐1,8,9,16‐tetramethoxytetraphenylenes [(S,S)‐7 and (R,R)‐7] as starting materials or by direct resolution of 1,4,5,8,9,16‐hexahydroxytetraphenylene (5).

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