Synthesis, UV/vis Spectra and Electrochemical Characterisation of Arylthio and Styryl Substituted Ferrocenes

Thomas Just Sørensen; Merete Folmer Nielsen

Synthesis, UV/vis Spectra and Electrochemical Characterisation of Arylthio and Styryl Substituted Ferrocenes

Thomas Just Sørensen, Merete Folmer Nielsen

Kemisk Institut

9 Citationer (Scopus)

Abstract

Two series of substituted ferrocenes were synthesised using either the Horner-Wadswor th-Emmons reaction or monolithiation of ferrocene. The series consist of arylthio- and styryl-ferrocenes with different substituents in the para position of the aryl rings of the systems. The electronic communication was investigated by comparing the substituent effects in absorption spectroscopy and in cyclic voltammetry. A small substituent effect was found in the electronic transitions of the styryl substituted ferrocenes. The oxidation of the ferrocene derivatives showed clear substituent effects as illustrated by the linear Hammett plots. The effect was shown to be an order of magnitude larger in the arylthio-systems than in the styryl systems. It is suggested that the reason behind the large effect is a direct sulfur-iron orbital overlap.

Originalsprog	Engelsk
Tidsskrift	Central European Journal of Chemistry
Vol/bind	9
Udgave nummer	4
Sider (fra-til)	610-618
Antal sider	8
ISSN	1895-1066
Status	Udgivet - aug. 2011

Citationsformater

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title = "Synthesis, UV/vis Spectra and Electrochemical Characterisation of Arylthio and Styryl Substituted Ferrocenes",

abstract = "Two series of substituted ferrocenes were synthesised using either the Horner-Wadswor th-Emmons reaction or monolithiation of ferrocene. The series consist of arylthio- and styryl-ferrocenes with different substituents in the para position of the aryl rings of the systems. The electronic communication was investigated by comparing the substituent effects in absorption spectroscopy and in cyclic voltammetry. A small substituent effect was found in the electronic transitions of the styryl substituted ferrocenes. The oxidation of the ferrocene derivatives showed clear substituent effects as illustrated by the linear Hammett plots. The effect was shown to be an order of magnitude larger in the arylthio-systems than in the styryl systems. It is suggested that the reason behind the large effect is a direct sulfur-iron orbital overlap.",

author = "S{\o}rensen, {Thomas Just} and Nielsen, {Merete Folmer}",

year = "2011",

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language = "English",

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pages = "610--618",

journal = "Central European Journal of Chemistry",

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TY - JOUR

T1 - Synthesis, UV/vis Spectra and Electrochemical Characterisation of Arylthio and Styryl Substituted Ferrocenes

AU - Sørensen, Thomas Just

AU - Nielsen, Merete Folmer

PY - 2011/8

Y1 - 2011/8

N2 - Two series of substituted ferrocenes were synthesised using either the Horner-Wadswor th-Emmons reaction or monolithiation of ferrocene. The series consist of arylthio- and styryl-ferrocenes with different substituents in the para position of the aryl rings of the systems. The electronic communication was investigated by comparing the substituent effects in absorption spectroscopy and in cyclic voltammetry. A small substituent effect was found in the electronic transitions of the styryl substituted ferrocenes. The oxidation of the ferrocene derivatives showed clear substituent effects as illustrated by the linear Hammett plots. The effect was shown to be an order of magnitude larger in the arylthio-systems than in the styryl systems. It is suggested that the reason behind the large effect is a direct sulfur-iron orbital overlap.

AB - Two series of substituted ferrocenes were synthesised using either the Horner-Wadswor th-Emmons reaction or monolithiation of ferrocene. The series consist of arylthio- and styryl-ferrocenes with different substituents in the para position of the aryl rings of the systems. The electronic communication was investigated by comparing the substituent effects in absorption spectroscopy and in cyclic voltammetry. A small substituent effect was found in the electronic transitions of the styryl substituted ferrocenes. The oxidation of the ferrocene derivatives showed clear substituent effects as illustrated by the linear Hammett plots. The effect was shown to be an order of magnitude larger in the arylthio-systems than in the styryl systems. It is suggested that the reason behind the large effect is a direct sulfur-iron orbital overlap.

M3 - Journal article

SN - 1895-1066

VL - 9

SP - 610

EP - 618

JO - Central European Journal of Chemistry

JF - Central European Journal of Chemistry

IS - 4

ER -

Synthesis, UV/vis Spectra and Electrochemical Characterisation of Arylthio and Styryl Substituted Ferrocenes

Abstract

Fingeraftryk

Citationsformater