Polyethylated Triptycene Derivatives

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 C 2 symmetry. However, in the determined crysta...

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Bibliographic Details
Published in:Journal of organic chemistry 2002-11, Vol.67 (22), p.7898-7901
Main Authors: Marks, Vered, Nahmany, Moshe, Gottlieb, Hugo E, Biali, Silvio E
Format: Article
Language:English
Subjects:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
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Summary: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 C 2 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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo026206v