Syntheses and properties of 3,4-diaryldithieno [2,3- b;3′,2′- d ]thiophenes

Sule Taskiran Cankaya; Asli Capan; Mehmet Emin Cinar; Ezgi Akin; Sebahat Topal; Turan Ozturk

doi:10.1080/17415993.2013.774400

Syntheses and properties of 3,4-diaryldithieno [2,3- b;3′,2′- d ]thiophenes

Sule Taskiran Cankaya, Asli Capan, Mehmet Emin Cinar, Ezgi Akin, Sebahat Topal, Turan Ozturk^*

^*Corresponding author for this work

Department of Chemistry

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

12 Citations (Scopus)

Abstract

Dithieno[2,3-b;3′,2′-d]thiophenes (DTT), having substituted phenyl groups at 3- and 4-carbons, have been synthesized, applying 2,5-diketone ring closure reaction using P₄S₁₀. Cyclic voltammetry studies indicated that all the DTTs had the oxidation potentials between 1.19 and 1.70 V. Computational calculations displayed positive radical spin densities at C2 positions for DTTs and negative for their dimers.

Original language	English
Pages (from-to)	638-645
Number of pages	8
Journal	Journal of Sulfur Chemistry
Volume	34
Issue number	6
DOIs	https://doi.org/10.1080/17415993.2013.774400
Publication status	Published - 1 Dec 2013

Funding

We thank Istanbul Technical University, Turkey, for a grant to Sule Taskiran Cankaya (Ph.D.), National Center for High Performance Computing (UYBHM) for the computer time provided (d0001), Unsped Global Logistic for financial support and TUBITAK for a Fellowship (2216) to Dr M. Emin Cinar.

Funders	Funder number
TUBITAK
UYBHM	d0001
Center for High Performance Computing
Istanbul Teknik Üniversitesi

Keywords

cyclic voltammetry
dithienothiophenes
electropolymerization
phosphorus decasulfide (P4S10)
radical spin density

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10.1080/17415993.2013.774400

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title = "Syntheses and properties of 3,4-diaryldithieno [2,3- b;3′,2′- d ]thiophenes",

abstract = "Dithieno[2,3-b;3′,2′-d]thiophenes (DTT), having substituted phenyl groups at 3- and 4-carbons, have been synthesized, applying 2,5-diketone ring closure reaction using P4S10. Cyclic voltammetry studies indicated that all the DTTs had the oxidation potentials between 1.19 and 1.70 V. Computational calculations displayed positive radical spin densities at C2 positions for DTTs and negative for their dimers.",

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AU - Cankaya, Sule Taskiran

AU - Capan, Asli

AU - Cinar, Mehmet Emin

AU - Akin, Ezgi

AU - Topal, Sebahat

AU - Ozturk, Turan

PY - 2013/12/1

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N2 - Dithieno[2,3-b;3′,2′-d]thiophenes (DTT), having substituted phenyl groups at 3- and 4-carbons, have been synthesized, applying 2,5-diketone ring closure reaction using P4S10. Cyclic voltammetry studies indicated that all the DTTs had the oxidation potentials between 1.19 and 1.70 V. Computational calculations displayed positive radical spin densities at C2 positions for DTTs and negative for their dimers.

AB - Dithieno[2,3-b;3′,2′-d]thiophenes (DTT), having substituted phenyl groups at 3- and 4-carbons, have been synthesized, applying 2,5-diketone ring closure reaction using P4S10. Cyclic voltammetry studies indicated that all the DTTs had the oxidation potentials between 1.19 and 1.70 V. Computational calculations displayed positive radical spin densities at C2 positions for DTTs and negative for their dimers.

KW - cyclic voltammetry

KW - dithienothiophenes

KW - electropolymerization

KW - phosphorus decasulfide (P4S10)

KW - radical spin density

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SN - 1741-5993

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SP - 638

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JO - Journal of Sulfur Chemistry

JF - Journal of Sulfur Chemistry

IS - 6

ER -

Syntheses and properties of 3,4-diaryldithieno [2,3- b;3′,2′- d ]thiophenes

Abstract

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Keywords

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