Structure and electronic properties of quinone dimers connected with acetylene and diacetylene linkages

Naoto Hayashi; Takahiro Ohnuma; Yoko Saito; Hiroyuki Higuchi; Keiko Ninomiya

doi:10.1016/j.tet.2009.03.001

Structure and electronic properties of quinone dimers connected with acetylene and diacetylene linkages

Naoto Hayashi^*, Takahiro Ohnuma, Yoko Saito, Hiroyuki Higuchi, Keiko Ninomiya

^*Corresponding author for this work

Department of Chemistry

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

5 Scopus citations

Abstract

Quinone dimers connected with acetylene (QAQ) and diacetylene linkages (QAAQ) have been synthesized and their structure and electronic properties studied. X-ray analysis, DFT calculations, and UV-vis measurements showed that, unlike directly connected quinone dimers (QQ), they had planar and thus efficiently extended π conjugation systems. The respective reduction potentials of QAQ and QAAQ were considerably raised, and QAQ thereby behaved as a mild oxidizing agent.

Original language	English
Pages (from-to)	3639-3644
Number of pages	6
Journal	Tetrahedron
Volume	65
Issue number	18
DOIs	https://doi.org/10.1016/j.tet.2009.03.001
State	Published - 2009/05/02

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Structure and electronic properties of quinone dimers connected with acetylene and diacetylene linkages",

abstract = "Quinone dimers connected with acetylene (QAQ) and diacetylene linkages (QAAQ) have been synthesized and their structure and electronic properties studied. X-ray analysis, DFT calculations, and UV-vis measurements showed that, unlike directly connected quinone dimers (QQ), they had planar and thus efficiently extended π conjugation systems. The respective reduction potentials of QAQ and QAAQ were considerably raised, and QAQ thereby behaved as a mild oxidizing agent.",

author = "Naoto Hayashi and Takahiro Ohnuma and Yoko Saito and Hiroyuki Higuchi and Keiko Ninomiya",

note = "Funding Information: This work was supported by the Saneyoshi Scholarship Foundation, Japan. ",

year = "2009",

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doi = "10.1016/j.tet.2009.03.001",

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TY - JOUR

T1 - Structure and electronic properties of quinone dimers connected with acetylene and diacetylene linkages

AU - Hayashi, Naoto

AU - Ohnuma, Takahiro

AU - Saito, Yoko

AU - Higuchi, Hiroyuki

AU - Ninomiya, Keiko

N1 - Funding Information: This work was supported by the Saneyoshi Scholarship Foundation, Japan.

PY - 2009/5/2

Y1 - 2009/5/2

N2 - Quinone dimers connected with acetylene (QAQ) and diacetylene linkages (QAAQ) have been synthesized and their structure and electronic properties studied. X-ray analysis, DFT calculations, and UV-vis measurements showed that, unlike directly connected quinone dimers (QQ), they had planar and thus efficiently extended π conjugation systems. The respective reduction potentials of QAQ and QAAQ were considerably raised, and QAQ thereby behaved as a mild oxidizing agent.

AB - Quinone dimers connected with acetylene (QAQ) and diacetylene linkages (QAAQ) have been synthesized and their structure and electronic properties studied. X-ray analysis, DFT calculations, and UV-vis measurements showed that, unlike directly connected quinone dimers (QQ), they had planar and thus efficiently extended π conjugation systems. The respective reduction potentials of QAQ and QAAQ were considerably raised, and QAQ thereby behaved as a mild oxidizing agent.

UR - http://www.scopus.com/inward/record.url?scp=63049084538&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2009.03.001

DO - 10.1016/j.tet.2009.03.001

M3 - 学術論文

AN - SCOPUS:63049084538

SN - 0040-4020

VL - 65

SP - 3639

EP - 3644

JO - Tetrahedron

JF - Tetrahedron

IS - 18

ER -

Structure and electronic properties of quinone dimers connected with acetylene and diacetylene linkages

Abstract

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