NMR studies of the reaction between amino-phenylene vinylene thiophene and tetracyanoethylene

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DOIResolve DOI: http://doi.org/10.1016/j.tetlet.2008.04.020
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TypeArticle
Journal titleTetrahedron Letters
Volume49
Issue22
Pages35493553; # of pages: 5
AbstractAmino tricyanovinyl thiophene chromophores (A-TCVT) are prepared by a substitution reaction of amino-phenylene vinylene thiophene (A-PVT) with tetracyanoethylene (TCNE). This reaction does not occur directly. The vinylene double bond in the PVT unit first reacts rapidly with TCNE to form a [2+2] cycloaddition product. It is then reverted to PVT unit prior to the subsequent substitution at 50 C. This reversible cycloaddition converts the cis-isomer of PVT units into the trans-counterparts, thus the final TCNE substituted products can be expected for a better performance as non-linear optical materials.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Institute for Chemical Process and Environmental Technology; NRC Institute for Microstructural Sciences
Peer reviewedNo
NRC number49129
NPARC number8925851
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Record identifierc090eacc-a33c-4f3b-b49a-0c3a4c3776bf
Record created2009-04-23
Record modified2016-05-09
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