首页|Aggregation-Induced Catalysis:Asymmetric Catalysis with Chiral Aggregates
Aggregation-Induced Catalysis:Asymmetric Catalysis with Chiral Aggregates
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So far,there have been 4 methods to control chirality including the use of chiral auxiliaries,reagents,solvents,and catalysts documented in literature and textbooks.Among them,asymmetric catalysts are normally divided into homogeneous and heterogeneous catalysis.In this report,we present a new type of asymmetric control-asymmetric catalysis via chiral aggregates that would not belong to the above categories.This new strategy is represented by catalytic asymmetric dihydroxylation reaction of olefins in which chiral ligands are aggregated by taking advantage of typical aggregation-induced emission systems containing tetrahydrofuran and H2O cosolvents.It was proven that the chiral induction can be enhanced from er of 78∶22 to 97∶3 simply by changing the ratios of these 2 cosolvents.The formation of chiral aggregates of asymmetric dihydroxylation ligands,(DHQD)2PHAL and(DHQ)2PHAL,has been proven by aggregation-induced emission and a new analytical tool-aggregation-induced polarization established by our laboratory.In the meanwhile,chiral aggregates were found to be formed either by adding NaCl into tetrahydrofuran/H20 systems or by increasing concentrations of chiral ligands.The present strategy also showed promising reverse control of enantioselectivity in the Diels-Alder reaction.This work is anticipated to be extended broadly to general catalysis,especially to asymmetric catalysis in the future.
Yao Tang、Yu Wang、Qingkai Yuan、Sai Zhang、Jia-Yin Wang、Shengzhou Jin、Ting Xu、Junyi Pan、Kazimierz Surowiec、Guigen Li
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Department of Chemistry and Biochemistry,Texas Tech University,Lubbock,TX 79409-1061,USA
School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210093,China
School of Pharmacy,Continuous Flow Engineering Laboratory of National Petroleum and Chemical Industry,Changzhou University,Changzhou,Jiangsu 213164,China
Robert A.Welch FoundationRobert A.Welch Foundation国家自然科学基金国家自然科学基金
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