The cross-photodimerization often comes with the formation of undesired and competitive homophotodimer as side products.Herein,we report a series of highly selective[4+4]cross-photodimerization between anthracene and ...The cross-photodimerization often comes with the formation of undesired and competitive homophotodimer as side products.Herein,we report a series of highly selective[4+4]cross-photodimerization between anthracene and 4a-azoniaanthracene derivatives within a cucurbit[10]uril(CB[10])host in water.Heteroternary inclusion complexes were formed through encapsulation of donor(D1-D2,anthracene derivative)and acceptor(A1-A3,4a-azoniaanthracene derivatives)pairs in CB[10].In the presence of CB[10](1.0 equiv.),the[4+4]cross-photodimerization between D1 and A1/A2/A3 efficiently gave a single racemic cross-photodimer.Furthermore,the cross-photodimerization between 9-substituted anthracene D2 and A1/A3 was catalyzed by CB[10](0.1 equiv.)to quantitatively yield a cross-photodimer with high regioselectivity.Efficient formation of selective cross-photodimers could be attributed to the exclusive encapsulation of D-A hetero-vip pairs in CB[10]and the confinement effect of the CB[10]host cavity.Our study further proves host–vip complexation as a powerful strategy for cross-cycloaddition reactions with high efficiency.展开更多
基金financially supported by the National Natural Science Foundation of China(No.21871216)。
文摘The cross-photodimerization often comes with the formation of undesired and competitive homophotodimer as side products.Herein,we report a series of highly selective[4+4]cross-photodimerization between anthracene and 4a-azoniaanthracene derivatives within a cucurbit[10]uril(CB[10])host in water.Heteroternary inclusion complexes were formed through encapsulation of donor(D1-D2,anthracene derivative)and acceptor(A1-A3,4a-azoniaanthracene derivatives)pairs in CB[10].In the presence of CB[10](1.0 equiv.),the[4+4]cross-photodimerization between D1 and A1/A2/A3 efficiently gave a single racemic cross-photodimer.Furthermore,the cross-photodimerization between 9-substituted anthracene D2 and A1/A3 was catalyzed by CB[10](0.1 equiv.)to quantitatively yield a cross-photodimer with high regioselectivity.Efficient formation of selective cross-photodimers could be attributed to the exclusive encapsulation of D-A hetero-vip pairs in CB[10]and the confinement effect of the CB[10]host cavity.Our study further proves host–vip complexation as a powerful strategy for cross-cycloaddition reactions with high efficiency.
