Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: Strong proaromatic electron acceptors

Emad Aqad; Philippe Leriche; Gilles Mabon; Alain Gorgues; Magali Allain; Amédée Riou; Arkady Ellern; Vladimir Khodorkovsky

doi:10.1016/S0040-4020(03)00877-9

Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: Strong proaromatic electron acceptors

Emad Aqad
, Philippe Leriche
, Gilles Mabon
, Alain Gorgues
, Magali Allain
, Amédée Riou
, Arkady Ellern
, Vladimir Khodorkovsky

Department of Chemistry

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

14 Scopus citations

Abstract

A series of proaromatic electron acceptors derived from fulvenes were synthesized from tetrachlorocyclopentadiene and previously unknown 1,4-dicyano- and 1,4-dialkoxycarbonyl-2,3-dimethoxy cyclopentadienes. Two reversible one-electron reductions steps observed for fulvalenes coalesce into one two-electron reduction step upon increasing the length of the conjugating bridge.

Original language	English
Pages (from-to)	5773-5782
Number of pages	10
Journal	Tetrahedron
Volume	59
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4020(03)00877-9
State	Published - 21 Jul 2003

Keywords

Condensation
Electron acceptors
Fulvalene

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(03)00877-9

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title = "Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: Strong proaromatic electron acceptors",

abstract = "A series of proaromatic electron acceptors derived from fulvenes were synthesized from tetrachlorocyclopentadiene and previously unknown 1,4-dicyano- and 1,4-dialkoxycarbonyl-2,3-dimethoxy cyclopentadienes. Two reversible one-electron reductions steps observed for fulvalenes coalesce into one two-electron reduction step upon increasing the length of the conjugating bridge.",

keywords = "Condensation, Electron acceptors, Fulvalene",

author = "Emad Aqad and Philippe Leriche and Gilles Mabon and Alain Gorgues and Magali Allain and Am{\'e}d{\'e}e Riou and Arkady Ellern and Vladimir Khodorkovsky",

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doi = "10.1016/S0040-4020(03)00877-9",

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TY - JOUR

T1 - Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues

T2 - Strong proaromatic electron acceptors

AU - Aqad, Emad

AU - Leriche, Philippe

AU - Mabon, Gilles

AU - Gorgues, Alain

AU - Allain, Magali

AU - Riou, Amédée

AU - Ellern, Arkady

AU - Khodorkovsky, Vladimir

PY - 2003/7/21

Y1 - 2003/7/21

N2 - A series of proaromatic electron acceptors derived from fulvenes were synthesized from tetrachlorocyclopentadiene and previously unknown 1,4-dicyano- and 1,4-dialkoxycarbonyl-2,3-dimethoxy cyclopentadienes. Two reversible one-electron reductions steps observed for fulvalenes coalesce into one two-electron reduction step upon increasing the length of the conjugating bridge.

AB - A series of proaromatic electron acceptors derived from fulvenes were synthesized from tetrachlorocyclopentadiene and previously unknown 1,4-dicyano- and 1,4-dialkoxycarbonyl-2,3-dimethoxy cyclopentadienes. Two reversible one-electron reductions steps observed for fulvalenes coalesce into one two-electron reduction step upon increasing the length of the conjugating bridge.

KW - Condensation

KW - Electron acceptors

KW - Fulvalene

UR - https://www.scopus.com/pages/publications/0037968832

U2 - 10.1016/S0040-4020(03)00877-9

DO - 10.1016/S0040-4020(03)00877-9

M3 - Article

AN - SCOPUS:0037968832

SN - 0040-4020

VL - 59

SP - 5773

EP - 5782

JO - Tetrahedron

JF - Tetrahedron

IS - 30

ER -

Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: Strong proaromatic electron acceptors

Abstract

Keywords

ASJC Scopus subject areas

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