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A Straightforward Electroactive π‐Extended Tetrathiafulvalene (exTTF) Building Block
Author(s) -
MolinaOntoria Agustín,
García Raúl,
Gouloumis Andreas,
Giacalone Francesco,
Torres M. Rosario,
Martín Nazario
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200115
Subject(s) - tetrathiafulvalene , chemistry , wittig reaction , moiety , cyclic voltammetry , phosphonium , cyanine , combinatorial chemistry , bromide , derivative (finance) , molecule , organic chemistry , electrode , electrochemistry , physics , quantum mechanics , financial economics , economics , fluorescence
The synthesis and X‐ray structure of a new and readily available exTTF derivative ( 6 ) bearing a methyltriphenylphosphonium bromide moiety as a new building block for the construction of electroactive molecules is reported. The phosphonium salt 6 , which was prepared in one step from 2‐hydroxymethyl‐exTTF as a stable yellow solid in 84 % yield, efficiently undergoes Wittig olefination reactions with a variety of aldehydes to predominantly form the E isomer. Electronic spectra and cyclic voltammetry of the novel compounds reveal the electronic communication between the electroactive units.

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