Arruri, S and G, Prabusankar
(2015)
(±) Methanodibenzodiazocine tethered [C-H]δ+ functional site: Study towards benzoin condensation and Baylis-Hillman reactions.
Journal of Chemical Sciences, 127 (5).
pp. 821-831.
ISSN 0974-3626
Abstract
New heterocyclic ring systems consisting of (±) methanodibenzodiazocine and imidazolium/
benzimidazolium salts were synthesized in very good yield. Subsequently, these halide salts were subjected to
the anion exchange reaction with KPF6 to yield the corresponding azolium salts in excellent yield. The possible
applications of these newly prepared salts were investigated in homogeneous catalysis. Remarkable changes in
the catalytic activity were observed by varying the bulkiness of N-substituent at imidazole. Catalytic activity
of these newly prepared salts was tested for the benzoin condensation reaction. Exclusive formation of benzoin
products were observed in good yield. Similarly, the dimerization of cyclohexen-1-one to Baylis-Hillman type
product, 2-(3-oxocyclohexyl)-2-cyclohexen-1-one was studied.
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