Stereoselective [2+2] photocycloaddition in bispseudosandwich complexes of bis(18-crown-6) stilbene with alkanediammonium ions |
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| Authors: | S P Gromov A I Vedernikov L G Kuz’mina N A Lobova S S Basok Yu A Strelenko M V Alfimov |
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| Institution: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, 420088 Kazan, Russia; |
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| Abstract: | Due to hydrogen bonding, bis(18-crown-6) stilbene forms 1 : 1, 1 : 2, and 2 : 2 complexes with H3N+(CH2)
n
NH3
+ 2ClO4
− salts (n = 2—10, 12). The length of the polymethylene chain in the diammonium ions affects the phototransformation direction of stilbene
and the composition of the products. In the 2: 2 bispseudosandwich complexes with relatively short alkanediammonium ions (n = 2—4), the stereoselective reaction of 2+2] photocycloaddition proceeds to form mainly the rctt-isomer of the cyclobutane derivative. The structure of rctt-cyclobutane derivative as a complex with H3N+(CH2)4NH3
+2ClO4
- was confirmed by X-ray diffraction analysis. |
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| Keywords: | |
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