Croatica Chemica Acta, Vol. 62 No. 4, 1989.
Conference paper
Semiempirical Study of Intramolecular Hyclrogen Bond in 6-Hydroxy-2-formylfulvene and 9-Hydroxyphenalenone
M. Eckert-Maksić
; Ruđer Bošković Institute, Bijenička c. 54, 41000 Zagreb
Z. B. Maksić
; Ruđer Bošković Institute, Bijenička c. 54, 41000 Zagreb
D. Margetić
; Ruđer Bošković Institute, Bijenička c. 54, 41000 Zagreb
Abstract
It is shown that semiempirical MINDO/3, MNDO and AMI
methods are very useful in discussing intramolecular hydrogen .
bonding in sizeable systems. The present results indicate that
intramolecular H-bonds in 6-hydroxy-2-formylfulvene and 9-hydroxyphenalenone are asymmetric, in fuU accordance with ESCA
observations and DQCC measurements. The former molecule should exhibit a stronger H-bond. On the other hand, the barrier height for proton tunnelling is higher in the latter compound. Relative stabilities of various species are interpreted by employing the energy partitioning technique.
Keywords
Hrčak ID:
175824
URI
Publication date:
25.2.1990.
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