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Syntheses of 1,6-methano[10]annulen-11-ones from tropone

✍ Scribed by Shô Itô; Hiroyuki Ohtani; Sen-ichi Narita; Hinako Honma


Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
207 KB
Volume
13
Category
Article
ISSN
0040-4039

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✦ Synopsis


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) disclosed pmctically no intemction between two s-electron systems. However, attempted syntheses of another


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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

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