Comparison of ullmann/RCM and ullmann/bis-hydrazone coupling reactions; New access to benzodithiophenes for dye-sensitized solar cell and thiahelicene applications

G. Richard Stephenson, Silvia Cauteruccio, Julien Doulcet

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b′ BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

Original languageEnglish
Pages (from-to)701-707
Number of pages7
JournalSynlett
Volume25
Issue number5
DOIs
Publication statusPublished - 5 Feb 2014
Externally publishedYes

Fingerprint

Hydrazones
Nonlinear optics
Catalysts
Dye-sensitized solar cells
N-((2,3-dihydro-1,4-benzodioxin-2-yl)methyl)-5-methoxy-1H-indole-3-ethanamine

Cite this

@article{790dc4451fc846139c4fb0d1b643994a,
title = "Comparison of ullmann/RCM and ullmann/bis-hydrazone coupling reactions; New access to benzodithiophenes for dye-sensitized solar cell and thiahelicene applications",
abstract = "The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b′ BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.",
keywords = "alkene metathesis, benzodithiophene, bis-hydrazone coupling, Liebeskind's catalyst, non-photochemical synthesis",
author = "Stephenson, {G. Richard} and Silvia Cauteruccio and Julien Doulcet",
year = "2014",
month = "2",
day = "5",
doi = "10.1055/s-0033-1340667",
language = "English",
volume = "25",
pages = "701--707",
journal = "Synlett",
issn = "0936-5214",
publisher = "Georg Thieme Verlag",
number = "5",

}

Comparison of ullmann/RCM and ullmann/bis-hydrazone coupling reactions; New access to benzodithiophenes for dye-sensitized solar cell and thiahelicene applications. / Stephenson, G. Richard; Cauteruccio, Silvia; Doulcet, Julien.

In: Synlett, Vol. 25, No. 5, 05.02.2014, p. 701-707.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Comparison of ullmann/RCM and ullmann/bis-hydrazone coupling reactions; New access to benzodithiophenes for dye-sensitized solar cell and thiahelicene applications

AU - Stephenson, G. Richard

AU - Cauteruccio, Silvia

AU - Doulcet, Julien

PY - 2014/2/5

Y1 - 2014/2/5

N2 - The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b′ BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

AB - The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b′ BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

KW - alkene metathesis

KW - benzodithiophene

KW - bis-hydrazone coupling

KW - Liebeskind's catalyst

KW - non-photochemical synthesis

UR - http://www.scopus.com/inward/record.url?scp=84895927932&partnerID=8YFLogxK

U2 - 10.1055/s-0033-1340667

DO - 10.1055/s-0033-1340667

M3 - Article

VL - 25

SP - 701

EP - 707

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 5

ER -