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TRIPTYCENE-LIKE BEHAVIOUR OF TERTIARY 9,10-DIHYDRO-9-ANTHROLS
Miller, Bernard,Marhevka, Virginia Creedon
, p. 895 - 898 (1981)
Secondary alcohols in the 9,10-dihydro-9-anthrol series frequently undergo acid-catalyzed elimination and substitution reactions more rapidly than do corresponding tertiary alcohols - a phenomenon attributed to predominant existence of the tertiary alcohols in triptycene-like conformations with the hydroxy groups in pseudoequatorial positions.
