Synthesis and molecular properties of four isomeric dialkylated angular-shaped naphthodithiophenes

Sheng Wen Cheng; De Yang Chiou; Yu Ying Lai; Ruo Han Yu; Chia Hao Lee; Yen-Ju Cheng

doi:10.1021/ol4025953

Synthesis and molecular properties of four isomeric dialkylated angular-shaped naphthodithiophenes

Sheng Wen Cheng, De Yang Chiou, Yu Ying Lai, Ruo Han Yu, Chia Hao Lee, Yen-Ju Cheng^*

^*Corresponding author for this work

Department of Applied Chemistry

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

47 Scopus citations

Abstract

A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.

Original language	English
Pages (from-to)	5338-5341
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	20
DOIs	https://doi.org/10.1021/ol4025953
State	Published - 18 Oct 2013

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title = "Synthesis and molecular properties of four isomeric dialkylated angular-shaped naphthodithiophenes",

abstract = "A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.",

author = "Cheng, {Sheng Wen} and Chiou, {De Yang} and Lai, {Yu Ying} and Yu, {Ruo Han} and Lee, {Chia Hao} and Yen-Ju Cheng",

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T1 - Synthesis and molecular properties of four isomeric dialkylated angular-shaped naphthodithiophenes

AU - Cheng, Sheng Wen

AU - Chiou, De Yang

AU - Lai, Yu Ying

AU - Yu, Ruo Han

AU - Lee, Chia Hao

AU - Cheng, Yen-Ju

PY - 2013/10/18

Y1 - 2013/10/18

N2 - A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.

AB - A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.

UR - http://www.scopus.com/inward/record.url?scp=84886258284&partnerID=8YFLogxK

U2 - 10.1021/ol4025953

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M3 - Article

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VL - 15

SP - 5338

EP - 5341

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Synthesis and molecular properties of four isomeric dialkylated angular-shaped naphthodithiophenes

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