Abstract
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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This paper is dedicated to the memory of Professor Ugo Mazzucato and his seminal contributions to Photochemistry.
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Saltiel, J., Redwood, C.E. & Ratheesh, K.V.K. The photoisomerization of cis,trans-1,2-dideuterio-1,4-diphenyl-1,3-butadienein solution. No bicycle-pedal. Photochem Photobiol Sci 18, 2174–2179 (2019). https://doi.org/10.1039/c9pp00113a
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DOI: https://doi.org/10.1039/c9pp00113a