TY - JOUR
T1 - Modification of Chemical Reactivity via Inclusion Complex Formation
T2 - Photochemistry of Dibenzyl Ketones and Benzyl Phenylacetates
AU - Rao, Bantu Nageswara
AU - Ramamurthy, Vaidhyanathan
AU - Turro, Nicholas J.
PY - 1986
Y1 - 1986
N2 - In the context of employing "inclusion complexes" as a medium for organic photochemical reactions, we have investigated the photochemical behavior of dibenzyl ketones and benzyl phenylacetates using deoxycholic acid (DCA), Dianin's compound, and cyclodextrin (CD) as hosts in the solid state. Results on cage effect suggest that the translational motion of the benzyl radical pairs is restricted in all three media and totally in Dianin's compound. Products resulting from rearrangement of dibenzyl ketones were formed upon photolysis in Dianin's compound and cyclodextrin and were absent in deoxycholic acid. The absence of rearrangement in DCA and its presence to varied extents in Dianin's compound and cyclodextrin is suggested to be an indication of the restriction imposed by the host on the reorientational process of geminate radical pairs.
AB - In the context of employing "inclusion complexes" as a medium for organic photochemical reactions, we have investigated the photochemical behavior of dibenzyl ketones and benzyl phenylacetates using deoxycholic acid (DCA), Dianin's compound, and cyclodextrin (CD) as hosts in the solid state. Results on cage effect suggest that the translational motion of the benzyl radical pairs is restricted in all three media and totally in Dianin's compound. Products resulting from rearrangement of dibenzyl ketones were formed upon photolysis in Dianin's compound and cyclodextrin and were absent in deoxycholic acid. The absence of rearrangement in DCA and its presence to varied extents in Dianin's compound and cyclodextrin is suggested to be an indication of the restriction imposed by the host on the reorientational process of geminate radical pairs.
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U2 - 10.1021/jo00354a009
DO - 10.1021/jo00354a009
M3 - Article
AN - SCOPUS:0000599030
VL - 51
SP - 460
EP - 464
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 4
ER -