The crystal and molecular structure of 11,11-difluoro-1,6-methano-[10]-annulene
β Scribed by Carlo M. Gramaccioli; Massimo Simonetta
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 83 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
In the previous paper (1) we have described a two-step synthesis of 1,6-methanaCl0lannulen-1 l-one from tropone. This compound, having the p-orbital of the carbonyl group .approximately perpendicular to the peripheral IOn-electron system, failed to exhibit appreciable n-n interaction between them. W
Although 1,6-methanoOOJannulene is well known to be aromatic (1), those with trigonol Cl1 provides additional'interesting problem with respect to the intemction of the P, orbital of bridge.and peripheral IOn-electron system. Thus, 11 methylene-1,6-methanoClObnnuIene synthesized by Vogel (2) disclose
The (R,S)-aminal 3 , prepared from glycine methyl ester hydrochloride, methylamine, and pivalaldehyde,l'"l was treated with 14 chiral carboxylic or sulfonic acids. In two cases one of the two possible diastereomeric salts crystallized selectively: the salt from ( -)-2,3 :4,6-di-O-isopropylidene-2-ke