Enormously extended π-electronic conjugation system of dimeric octaethylporphyrin transmitted with anthracene

Hideto Kempe; Natsuki Kuroda; Junro Yoshino; Naoto Hayashi; Hiroyuki Higuchi

doi:10.1016/j.tetlet.2014.07.045

Enormously extended π-electronic conjugation system of dimeric octaethylporphyrin transmitted with anthracene

Hideto Kempe, Natsuki Kuroda, Junro Yoshino, Naoto Hayashi, Hiroyuki Higuchi^*

^*Corresponding author for this work

Department of Chemistry

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

6 Scopus citations

Abstract

Based on the fact that anthracene (Anth) possesses much higher similarity in electron-releasing ability to porphyrin nucleus than the other polyacenes, the dimeric octaethylporphyrin (OEP) derivatives 4 and 5 (OEP-Anth-OEP) were synthesized and their structure-property relationships were examined, as compared with related OEP dimers 1-3. Among them, the derivative 4 showed enormously high electronic communication between two terminal OEP rings, potentially providing a suitable unit of the electronic structure for molecular design of the OEP devices operating with less energy and with higher sensitivity to outside stimuli.

Original language	English
Pages (from-to)	5164-5169
Number of pages	6
Journal	Tetrahedron Letters
Volume	55
Issue number	37
DOIs	https://doi.org/10.1016/j.tetlet.2014.07.045
State	Published - 2014

Keywords

Anthracene
Diacetylene
Dimer
Octaethylporphyrin
Phenylene
π-Electronic system

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2014.07.045

Cite this

@article{74e9ffe5fec144aab0a67a4376c240a1,

title = "Enormously extended π-electronic conjugation system of dimeric octaethylporphyrin transmitted with anthracene",

abstract = "Based on the fact that anthracene (Anth) possesses much higher similarity in electron-releasing ability to porphyrin nucleus than the other polyacenes, the dimeric octaethylporphyrin (OEP) derivatives 4 and 5 (OEP-Anth-OEP) were synthesized and their structure-property relationships were examined, as compared with related OEP dimers 1-3. Among them, the derivative 4 showed enormously high electronic communication between two terminal OEP rings, potentially providing a suitable unit of the electronic structure for molecular design of the OEP devices operating with less energy and with higher sensitivity to outside stimuli.",

keywords = "Anthracene, Diacetylene, Dimer, Octaethylporphyrin, Phenylene, π-Electronic system",

author = "Hideto Kempe and Natsuki Kuroda and Junro Yoshino and Naoto Hayashi and Hiroyuki Higuchi",

year = "2014",

doi = "10.1016/j.tetlet.2014.07.045",

language = "英語",

volume = "55",

pages = "5164--5169",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "37",

}

TY - JOUR

T1 - Enormously extended π-electronic conjugation system of dimeric octaethylporphyrin transmitted with anthracene

AU - Kempe, Hideto

AU - Kuroda, Natsuki

AU - Yoshino, Junro

AU - Hayashi, Naoto

AU - Higuchi, Hiroyuki

PY - 2014

Y1 - 2014

N2 - Based on the fact that anthracene (Anth) possesses much higher similarity in electron-releasing ability to porphyrin nucleus than the other polyacenes, the dimeric octaethylporphyrin (OEP) derivatives 4 and 5 (OEP-Anth-OEP) were synthesized and their structure-property relationships were examined, as compared with related OEP dimers 1-3. Among them, the derivative 4 showed enormously high electronic communication between two terminal OEP rings, potentially providing a suitable unit of the electronic structure for molecular design of the OEP devices operating with less energy and with higher sensitivity to outside stimuli.

AB - Based on the fact that anthracene (Anth) possesses much higher similarity in electron-releasing ability to porphyrin nucleus than the other polyacenes, the dimeric octaethylporphyrin (OEP) derivatives 4 and 5 (OEP-Anth-OEP) were synthesized and their structure-property relationships were examined, as compared with related OEP dimers 1-3. Among them, the derivative 4 showed enormously high electronic communication between two terminal OEP rings, potentially providing a suitable unit of the electronic structure for molecular design of the OEP devices operating with less energy and with higher sensitivity to outside stimuli.

KW - Anthracene

KW - Diacetylene

KW - Dimer

KW - Octaethylporphyrin

KW - Phenylene

KW - π-Electronic system

UR - http://www.scopus.com/inward/record.url?scp=84908384324&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2014.07.045

DO - 10.1016/j.tetlet.2014.07.045

M3 - 学術論文

AN - SCOPUS:84908384324

SN - 0040-4039

VL - 55

SP - 5164

EP - 5169

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 37

ER -

Enormously extended π-electronic conjugation system of dimeric octaethylporphyrin transmitted with anthracene

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this