Synthesis of nitrogen-bridged terthiophenes by tandem Buchwald-Hartwig coupling and their properties

Koichi Mitsudo; Shuichi Shimohara; Jun Mizoguchi; Hiroki Mandai; Seiji Suga

doi:10.1021/ol300887t

Synthesis of nitrogen-bridged terthiophenes by tandem Buchwald-Hartwig coupling and their properties

Koichi Mitsudo, Shuichi Shimohara, Jun Mizoguchi, Hiroki Mandai, Seiji Suga

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

46 Citations (Scopus)

Abstract

The first synthesis of nitrogen-bridged terthiophenes (NBTTs) has been achieved by a tandem Buchwald-Hartwig coupling of 3,3′,3″,4′- tetrabromo-2,2′:5′,2″-terthiophene. Several NBTT derivatives bearing aryl or alkyl moieties on the N-atoms could be synthesized. Their fundamental electrochemical characteristics and HOMO-LUMO levels were found to be influenced by the substituents on the N-atoms.

Original language	English
Pages (from-to)	2702-2705
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	11
DOIs	https://doi.org/10.1021/ol300887t
Publication status	Published - Jun 1 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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AU - Mitsudo, Koichi

AU - Shimohara, Shuichi

AU - Mizoguchi, Jun

AU - Mandai, Hiroki

AU - Suga, Seiji

PY - 2012/6/1

Y1 - 2012/6/1

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AB - The first synthesis of nitrogen-bridged terthiophenes (NBTTs) has been achieved by a tandem Buchwald-Hartwig coupling of 3,3′,3″,4′- tetrabromo-2,2′:5′,2″-terthiophene. Several NBTT derivatives bearing aryl or alkyl moieties on the N-atoms could be synthesized. Their fundamental electrochemical characteristics and HOMO-LUMO levels were found to be influenced by the substituents on the N-atoms.

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JF - Organic Letters

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Synthesis of nitrogen-bridged terthiophenes by tandem Buchwald-Hartwig coupling and their properties

Abstract

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