Journal of the American Chemical Society p. 3375 - 3380 (1983)
Update date:2022-08-03
Topics:
Klingensmith, Kenneth A.
Puettmann, Wilhelm
Vogel, Emanuel
Michi, Josef
Eight 2-substituted and nine 3-substituted 1,6-methano<10>annulenes have been synthesized, and their magnetic circular dichroism has been measured.The B terms of the Lb transition depend on the ?-electron effect of the substituent in a way which reveals the ordering of the four frontier molecular orbitals: a1, a2, b1, and b2 in the order of increasing energy.This result implies the presence of a strong transannular interaction between the bridgehead positions 1 and 6 on the bridged <10>annulene ring.
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