Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers

Carolina Villalonga-Barber; Kalliopi Vallianatou; Spyros Georgakopoulos; Barry R. Steele; Maria Micha-Screttas; Efrat Levin; N. Gabriel Lemcoff

doi:10.1016/j.tet.2013.03.047

Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers

Carolina Villalonga-Barber, Kalliopi Vallianatou, Spyros Georgakopoulos, Barry R. Steele, Maria Micha-Screttas, Efrat Levin, N. Gabriel Lemcoff

Department of Chemistry

Ben-Gurion University of the Negev

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

Abstract

Two new dodecaferrocenyl dendrimers have been prepared using a sixfold Sonogashira coupling reaction and sixfold Huisgen cycloaddition, respectively. In addition, a dendron containing four ferrocenyl groups has been synthesised by conventional synthetic methods. Electrochemical studies have shown that all the ferrocene units are electrochemically equivalent. Moreover, when treated with acid these compounds form multicharged methylium near-infrared-absorbing dendritic dyes with a high extinction coefficient.

Original language	American English
Pages (from-to)	3885-3895
Number of pages	11
Journal	Tetrahedron
Volume	69
Issue number	19
DOIs	https://doi.org/10.1016/j.tet.2013.03.047
State	Published - 13 May 2013

Keywords

Carbenium ion
Dendrimer
Ferrocenyl
Near-infrared

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2013.03.047

Cite this

@article{e2c9b5c63bd9427d8f599763f811191c,

title = "Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers",

abstract = "Two new dodecaferrocenyl dendrimers have been prepared using a sixfold Sonogashira coupling reaction and sixfold Huisgen cycloaddition, respectively. In addition, a dendron containing four ferrocenyl groups has been synthesised by conventional synthetic methods. Electrochemical studies have shown that all the ferrocene units are electrochemically equivalent. Moreover, when treated with acid these compounds form multicharged methylium near-infrared-absorbing dendritic dyes with a high extinction coefficient.",

keywords = "Carbenium ion, Dendrimer, Ferrocenyl, Near-infrared",

author = "Carolina Villalonga-Barber and Kalliopi Vallianatou and Spyros Georgakopoulos and Steele, {Barry R.} and Maria Micha-Screttas and Efrat Levin and {Gabriel Lemcoff}, N.",

note = "Funding Information: This work was supported by funding provided by the European Commission for the FP7-REGPOT-2009-1 Project 'ARCADE' (Grant Agreement No. 245866). The COST Action TD0802 is also thanked for promoting the collaboration among the authors.",

year = "2013",

month = may,

day = "13",

doi = "10.1016/j.tet.2013.03.047",

language = "American English",

volume = "69",

pages = "3885--3895",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "19",

}

TY - JOUR

T1 - Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers

AU - Villalonga-Barber, Carolina

AU - Vallianatou, Kalliopi

AU - Georgakopoulos, Spyros

AU - Steele, Barry R.

AU - Micha-Screttas, Maria

AU - Levin, Efrat

AU - Gabriel Lemcoff, N.

N1 - Funding Information: This work was supported by funding provided by the European Commission for the FP7-REGPOT-2009-1 Project 'ARCADE' (Grant Agreement No. 245866). The COST Action TD0802 is also thanked for promoting the collaboration among the authors.

PY - 2013/5/13

Y1 - 2013/5/13

N2 - Two new dodecaferrocenyl dendrimers have been prepared using a sixfold Sonogashira coupling reaction and sixfold Huisgen cycloaddition, respectively. In addition, a dendron containing four ferrocenyl groups has been synthesised by conventional synthetic methods. Electrochemical studies have shown that all the ferrocene units are electrochemically equivalent. Moreover, when treated with acid these compounds form multicharged methylium near-infrared-absorbing dendritic dyes with a high extinction coefficient.

AB - Two new dodecaferrocenyl dendrimers have been prepared using a sixfold Sonogashira coupling reaction and sixfold Huisgen cycloaddition, respectively. In addition, a dendron containing four ferrocenyl groups has been synthesised by conventional synthetic methods. Electrochemical studies have shown that all the ferrocene units are electrochemically equivalent. Moreover, when treated with acid these compounds form multicharged methylium near-infrared-absorbing dendritic dyes with a high extinction coefficient.

KW - Carbenium ion

KW - Dendrimer

KW - Ferrocenyl

KW - Near-infrared

UR - http://www.scopus.com/inward/record.url?scp=84875953470&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2013.03.047

DO - 10.1016/j.tet.2013.03.047

M3 - Article

SN - 0040-4020

VL - 69

SP - 3885

EP - 3895

JO - Tetrahedron

JF - Tetrahedron

IS - 19

ER -

Synthesis, characterisation, electronic spectra and electrochemical investigation of ferrocenyl-terminated dendrimers

Abstract

Keywords

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this