Synthesis, electrochemical and intramolecular charge-transfer properties of 'calix[4]arene-acceptor' diad and triad derivatives

Cheng Chu Zeng; James Y. Becker

doi:10.1016/j.tet.2003.11.090

Synthesis, electrochemical and intramolecular charge-transfer properties of 'calix[4]arene-acceptor' diad and triad derivatives

Cheng Chu Zeng
, James Y. Becker

Department of Chemistry

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

7 Scopus citations

Abstract

Calix[4]arenes substituted with various acceptor moieties (naphthoquinone (NQ), tetracyanoanthraquinodimethane (TCNAQ)) have been synthesized. In these derivatives the three-dimensional structure of calix[4]arene acts as a weak electron donor (D), connected via a linear sigma spacer to one or two electroactive acceptor (A) units. The electrochemical behavior of these derivatives has been studied by cyclic voltammetry. The UV-Vis spectrum of the TCNAQ triad (A-D-A, 13) reveals the presence of a weak intramolecular charge transfer absorption band.

Original language	English
Pages (from-to)	1643-1650
Number of pages	8
Journal	Tetrahedron
Volume	60
Issue number	7
DOIs	https://doi.org/10.1016/j.tet.2003.11.090
State	Published - 9 Feb 2004

Keywords

Calix[4]arene-sigma-acceptor
Cyclic voltammetry
Intramolecular charge transfer
Napthoquinone
Tetracyanoanthraquinodimethane

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2003.11.090

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title = "Synthesis, electrochemical and intramolecular charge-transfer properties of 'calix[4]arene-acceptor' diad and triad derivatives",

abstract = "Calix[4]arenes substituted with various acceptor moieties (naphthoquinone (NQ), tetracyanoanthraquinodimethane (TCNAQ)) have been synthesized. In these derivatives the three-dimensional structure of calix[4]arene acts as a weak electron donor (D), connected via a linear sigma spacer to one or two electroactive acceptor (A) units. The electrochemical behavior of these derivatives has been studied by cyclic voltammetry. The UV-Vis spectrum of the TCNAQ triad (A-D-A, 13) reveals the presence of a weak intramolecular charge transfer absorption band.",

keywords = "Calix[4]arene-sigma-acceptor, Cyclic voltammetry, Intramolecular charge transfer, Napthoquinone, Tetracyanoanthraquinodimethane",

author = "Zeng, \{Cheng Chu\} and Becker, \{James Y.\}",

year = "2004",

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doi = "10.1016/j.tet.2003.11.090",

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journal = "Tetrahedron",

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T1 - Synthesis, electrochemical and intramolecular charge-transfer properties of 'calix[4]arene-acceptor' diad and triad derivatives

AU - Zeng, Cheng Chu

AU - Becker, James Y.

PY - 2004/2/9

Y1 - 2004/2/9

N2 - Calix[4]arenes substituted with various acceptor moieties (naphthoquinone (NQ), tetracyanoanthraquinodimethane (TCNAQ)) have been synthesized. In these derivatives the three-dimensional structure of calix[4]arene acts as a weak electron donor (D), connected via a linear sigma spacer to one or two electroactive acceptor (A) units. The electrochemical behavior of these derivatives has been studied by cyclic voltammetry. The UV-Vis spectrum of the TCNAQ triad (A-D-A, 13) reveals the presence of a weak intramolecular charge transfer absorption band.

AB - Calix[4]arenes substituted with various acceptor moieties (naphthoquinone (NQ), tetracyanoanthraquinodimethane (TCNAQ)) have been synthesized. In these derivatives the three-dimensional structure of calix[4]arene acts as a weak electron donor (D), connected via a linear sigma spacer to one or two electroactive acceptor (A) units. The electrochemical behavior of these derivatives has been studied by cyclic voltammetry. The UV-Vis spectrum of the TCNAQ triad (A-D-A, 13) reveals the presence of a weak intramolecular charge transfer absorption band.

KW - Calix[4]arene-sigma-acceptor

KW - Cyclic voltammetry

KW - Intramolecular charge transfer

KW - Napthoquinone

KW - Tetracyanoanthraquinodimethane

UR - https://www.scopus.com/pages/publications/0742268029

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DO - 10.1016/j.tet.2003.11.090

M3 - Article

AN - SCOPUS:0742268029

SN - 0040-4020

VL - 60

SP - 1643

EP - 1650

JO - Tetrahedron

JF - Tetrahedron

IS - 7

ER -

Synthesis, electrochemical and intramolecular charge-transfer properties of 'calix[4]arene-acceptor' diad and triad derivatives

Abstract

Keywords

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