The stereospecific syntheses of trans-3,6-dideuteriocyclohexa-1,4-diene (1) and cis-5,6-dideuteriocyclohexa-1,3-diene (2) are outlined; decomposition of these compounds to benzene and hydrogen shows that only cyclohexa-1,4-diene loses hydrogen stereospecifically; dehydrogenation of (1) and (2) by a variety of reagents is non-stereospecific.
I. Fleming and E. Wildsmith, J. Chem. Soc. D, 1970, 223 DOI: 10.1039/C29700000223
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