Selective synthesis of C 3 symmetric functionalized sumanenes

Shuhei Higashibayashi; R. B. Nasir Baig; Yuki Morita; Hidehiro Sakurai

doi:10.1246/cl.2012.84

Selective synthesis of C ₃ symmetric functionalized sumanenes

Shuhei Higashibayashi, R. B. Nasir Baig, Yuki Morita, Hidehiro Sakurai

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

Abstract

C ₃ symmetric triformylsumanene was selectively synthesized from C ₃ symmetric syn-tris(oxonorborneno)benzene, featuring ring-opening/closing metathesis reactions of syntris( methoxymethylnorbornadieno)benzene and DDQ oxidation. Triformylsumanene can be an intermediate to synthesize C ₃ symmetric trisubstituted sumanenes by further transformation. Tris(ethoxycarbonylethenyl)sumanene was prepared through the HornerWadsworthEmmons reaction. Its optical and electrochemical behaviors were investigated.

Original language	English
Pages (from-to)	84-86
Number of pages	3
Journal	Chemistry Letters
Volume	41
Issue number	1
DOIs	https://doi.org/10.1246/cl.2012.84
Publication status	Published - 2012
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2012.84

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AU - Morita, Yuki

AU - Sakurai, Hidehiro

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Y1 - 2012

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AB - C 3 symmetric triformylsumanene was selectively synthesized from C 3 symmetric syn-tris(oxonorborneno)benzene, featuring ring-opening/closing metathesis reactions of syntris( methoxymethylnorbornadieno)benzene and DDQ oxidation. Triformylsumanene can be an intermediate to synthesize C 3 symmetric trisubstituted sumanenes by further transformation. Tris(ethoxycarbonylethenyl)sumanene was prepared through the HornerWadsworthEmmons reaction. Its optical and electrochemical behaviors were investigated.

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Selective synthesis of C ₃ symmetric functionalized sumanenes

Abstract

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