1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

A.J. Moore; M.R. Bryce; P.J. Skabara; A.S. Batsanov; L.M. Goldenberg; J.A.K. Howard

doi:10.1039/a702554h

1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

A.J. Moore, M.R. Bryce, P.J. Skabara, A.S. Batsanov, L.M. Goldenberg, J.A.K. Howard

Pure And Applied Chemistry

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

54 Citations (Scopus)

Abstract

The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.

Original language	English
Pages (from-to)	3443-3449
Number of pages	6
Journal	Journal of the Chemical Society, Perkin Transactions 1
Volume	1997
Issue number	22
DOIs	https://doi.org/10.1039/a702554h
Publication status	Published - 21 Nov 1997

Keywords

langmuir-blodgett-films
intramolecular cyclization
magnetic-properties
organic metals
TTF
systems
analogs
<4>-dendralenes
dimerization
recognition

Access to Document

10.1039/a702554h

Cite this

Moore, A. J., Bryce, M. R., Skabara, P. J., Batsanov, A. S., Goldenberg, L. M., & Howard, J. A. K. (1997). 1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies. Journal of the Chemical Society, Perkin Transactions 1, 1997(22), 3443-3449. https://doi.org/10.1039/a702554h

@article{f69ead1ad9c940e582fa52c7811b98a7,

title = "1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies",

abstract = "The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.",

keywords = "langmuir-blodgett-films, intramolecular cyclization, magnetic-properties, organic metals, TTF, systems, analogs, <4>-dendralenes, dimerization, recognition",

author = "A.J. Moore and M.R. Bryce and P.J. Skabara and A.S. Batsanov and L.M. Goldenberg and J.A.K. Howard",

year = "1997",

month = nov,

day = "21",

doi = "10.1039/a702554h",

language = "English",

volume = "1997",

pages = "3443--3449",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

number = "22",

}

Moore, AJ, Bryce, MR, Skabara, PJ, Batsanov, AS, Goldenberg, LM & Howard, JAK 1997, '1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies', Journal of the Chemical Society, Perkin Transactions 1, vol. 1997, no. 22, pp. 3443-3449. https://doi.org/10.1039/a702554h

1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies. / Moore, A.J.; Bryce, M.R.; Skabara, P.J. et al.
In: Journal of the Chemical Society, Perkin Transactions 1, Vol. 1997, No. 22, 21.11.1997, p. 3443-3449.

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

TY - JOUR

T1 - 1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

AU - Moore, A.J.

AU - Bryce, M.R.

AU - Skabara, P.J.

AU - Batsanov, A.S.

AU - Goldenberg, L.M.

AU - Howard, J.A.K.

PY - 1997/11/21

Y1 - 1997/11/21

N2 - The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.

AB - The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.

KW - langmuir-blodgett-films

KW - intramolecular cyclization

KW - magnetic-properties

KW - organic metals

KW - TTF

KW - systems

KW - analogs

KW - <4>-dendralenes

KW - dimerization

KW - recognition

UR - http://www.rsc.org/delivery/_ArticleLinking/DisplayArticleForFree.cfm?doi=a702554h&JournalCode=P1

UR - http://dx.doi.org/10.1039/a702554h

U2 - 10.1039/a702554h

DO - 10.1039/a702554h

M3 - Article

SN - 1472-7781

VL - 1997

SP - 3443

EP - 3449

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 22

ER -

1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this