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Polyethylated Triptycene Derivatives

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posted on 04.10.2002, 00:00 by Vered Marks, Moshe Nahmany, Hugo E. Gottlieb, Silvio E. Biali
The octaethyl triptycenes 7 and 8 were synthesized by Diels−Alder reaction of the octaethylanthracene 4 with the corresponding benzynes. Low-temperature NMR spectra of 7 and 8 are consistent with the presence of the fully alternated conformation “a” of C2 symmetry. However, in the determined crystal structures, the compounds adopt a higher energy conformation with a pair of vicinal ethyls oriented in the same direction.