- Benzoannelated Centropolyquinanes, 4. - Steric Effects in Multiply Substituted Triptindans (9H,10H-4b,9a-(Benzenomethano)indenoindenes)
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Upon cyclodehydration of-indanones 11, 12, and 14, the steric interactions of three substituents in the endo positions 4, 5, and 15 of triptindan (6) allow only one methyl group to be introduced into the molecular cavity.In accordance with DNMR measurements and molecular mechanical calculations of triptindans 1-5, this regioselectivity is caused by the considerably increased compression due to a second endo-methyl group in the triptindan rotamers A and A'.
- Paisdor, Bernd,Gruetzmacher, Hans-Friedrich,Kuck, Dietmar
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p. 1307 - 1314
(2007/10/02)
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