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The photoisomerization of cis,trans-1,2-dideuterio-1,4-diphenyl-1,3-butadiene in solution. No bicycle-pedal.

Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology (2019-05-28)
Jack Saltiel, Christopher E Redwood, Ratheesh Kumar V K
RESUMEN

cis,trans-1,2-Dideuterio-1,4-diphenyl-1,3-butadiene (ct-DPBd2) was synthesized and its cis-trans photoisomerization in cyclohexane-d12 (C6D12) at room temperature was monitored by 1H NMR spectroscopy. The results reveal formation of only trans,trans-1,2-dideuterio-1,4-diphenyl-1,3-butadiene (tt-DPBd2). The failure to detect formation of trans,cis-1,2-dideuterio-1,4-diphenyl-1,3-butadiene (tc-DPBd2) eliminates the possibility that an identity bicycle pedal process contributes to inefficiency in the cis-trans photoisomerization of cis,trans-1,4-diphenyl-1,3-butadiene (ct-DPB).

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Sigma-Aldrich
Benzyl bromide, reagent grade, 98%
Sigma-Aldrich
Diethyl benzylphosphonate, 99%