N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

R. A. Illos; D. Shamir; L. J.W. Shimon; I. Zilbermann; S. Bittner

doi:10.1016/j.tetlet.2006.05.139

N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

R. A. Illos, D. Shamir, L. J.W. Shimon, I. Zilbermann, S. Bittner

Department of Chemistry

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

37 Scopus citations

Abstract

A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements.

Original language	English
Pages (from-to)	5543-5546
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	31
DOIs	https://doi.org/10.1016/j.tetlet.2006.05.139
State	Published - 31 Jul 2006

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2006.05.139

Cite this

@article{7753c6242c5f4d75ba5f007224db7fb9,

title = "N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch",

abstract = "A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements.",

author = "Illos, {R. A.} and D. Shamir and Shimon, {L. J.W.} and I. Zilbermann and S. Bittner",

year = "2006",

month = jul,

day = "31",

doi = "10.1016/j.tetlet.2006.05.139",

language = "English",

volume = "47",

pages = "5543--5546",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "31",

}

TY - JOUR

T1 - N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

AU - Illos, R. A.

AU - Shamir, D.

AU - Shimon, L. J.W.

AU - Zilbermann, I.

AU - Bittner, S.

PY - 2006/7/31

Y1 - 2006/7/31

N2 - A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements.

AB - A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements.

UR - http://www.scopus.com/inward/record.url?scp=33745288128&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2006.05.139

DO - 10.1016/j.tetlet.2006.05.139

M3 - Article

AN - SCOPUS:33745288128

SN - 0040-4039

VL - 47

SP - 5543

EP - 5546

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 31

ER -

N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this