Self sensitized photooxidation of tetrathienyltetrathiafulvalenes: synthesis of thienyl substituted 1,2,5,8-tetrathiecine-6,7-dione, a new heterocyclic system

A. Charlton; D. Donati; S. Fusi; P.J. Murphy; F. Ponticelli

doi:10.1016/j.tetlet.2012.12.080

Self sensitized photooxidation of tetrathienyltetrathiafulvalenes: synthesis of thienyl substituted 1,2,5,8-tetrathiecine-6,7-dione, a new heterocyclic system

A. Charlton, D. Donati, S. Fusi, P.J. Murphy, F. Ponticelli

Bangor University

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Abstract

Irradiation of tetrathienyltetrathiafulvalenes in an oxygen saturated solution gives tetrathienyl substituted 1,2,5,8-tetrathiecine-6,7-diones, via singlet oxygen generation followed by cycloaddition onto the TTF double bond and a final rearrangement process. The thermal and photochemical behaviour and reductive methylation of this new class of macro-heterocyclic system have also been investigated.

Original language	English
Pages (from-to)	1227-1229
Journal	Tetrahedron Letters
Volume	54
Issue number	10
DOIs	https://doi.org/10.1016/j.tetlet.2012.12.080
Publication status	Published - 6 Mar 2013

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10.1016/j.tetlet.2012.12.080

TL 2013Accepted author manuscript, 461 KBLicence: CC BY-NC-ND

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title = "Self sensitized photooxidation of tetrathienyltetrathiafulvalenes: synthesis of thienyl substituted 1,2,5,8-tetrathiecine-6,7-dione, a new heterocyclic system",

abstract = "Irradiation of tetrathienyltetrathiafulvalenes in an oxygen saturated solution gives tetrathienyl substituted 1,2,5,8-tetrathiecine-6,7-diones, via singlet oxygen generation followed by cycloaddition onto the TTF double bond and a final rearrangement process. The thermal and photochemical behaviour and reductive methylation of this new class of macro-heterocyclic system have also been investigated.",

author = "A. Charlton and D. Donati and S. Fusi and P.J. Murphy and F. Ponticelli",

note = "The work was financially supported by the PRIN Project 2009",

year = "2013",

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day = "6",

doi = "10.1016/j.tetlet.2012.12.080",

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T1 - Self sensitized photooxidation of tetrathienyltetrathiafulvalenes: synthesis of thienyl substituted 1,2,5,8-tetrathiecine-6,7-dione, a new heterocyclic system

AU - Charlton, A.

AU - Donati, D.

AU - Fusi, S.

AU - Murphy, P.J.

AU - Ponticelli, F.

N1 - The work was financially supported by the PRIN Project 2009

PY - 2013/3/6

Y1 - 2013/3/6

N2 - Irradiation of tetrathienyltetrathiafulvalenes in an oxygen saturated solution gives tetrathienyl substituted 1,2,5,8-tetrathiecine-6,7-diones, via singlet oxygen generation followed by cycloaddition onto the TTF double bond and a final rearrangement process. The thermal and photochemical behaviour and reductive methylation of this new class of macro-heterocyclic system have also been investigated.

AB - Irradiation of tetrathienyltetrathiafulvalenes in an oxygen saturated solution gives tetrathienyl substituted 1,2,5,8-tetrathiecine-6,7-diones, via singlet oxygen generation followed by cycloaddition onto the TTF double bond and a final rearrangement process. The thermal and photochemical behaviour and reductive methylation of this new class of macro-heterocyclic system have also been investigated.

U2 - 10.1016/j.tetlet.2012.12.080

DO - 10.1016/j.tetlet.2012.12.080

M3 - Article

SN - 0040-4039

VL - 54

SP - 1227

EP - 1229

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 10

ER -

Self sensitized photooxidation of tetrathienyltetrathiafulvalenes: synthesis of thienyl substituted 1,2,5,8-tetrathiecine-6,7-dione, a new heterocyclic system

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