Enantioselective assembly of multi-layer 3D chirality.

Autor: Wu G; Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Liu Y; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Yang Z; Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China., Jiang T; School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China., Katakam N; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Rouh H; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Ma L; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Tang Y; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Ahmed S; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Rahman AU; Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China., Huang H; Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China., Unruh D; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA., Li G; Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA.
Jazyk: angličtina
Zdroj: National science review [Natl Sci Rev] 2020 Mar; Vol. 7 (3), pp. 588-599. Date of Electronic Publication: 2019 Dec 16.
DOI: 10.1093/nsr/nwz203
Abstrakt: The first enantioselective assembly of sandwich-shaped organo molecules has been achieved by conducting dual asymmetric Suzuki-Miyaura couplings and nine other reactions. This work also presents the first fully C-C anchored multi-layer 3D chirality with optically pure enantiomers. As confirmed by X-ray diffraction analysis that this chiral framework is featured by a unique C 2 -symmetry in which a nearly parallel fashion consisting of three layers: top, middle and bottom aromatic rings. Unlike the documented planar or axial chirality, the present chirality shows its top and bottom layers restrict each other from free rotation, i.e., this multi-layer 3D chirality would not exist if either top or bottom layer is removed. Nearly all multi-layered compounds showed strong luminescence of different colors under UV irradiation, and several randomly selected samples displayed aggregation-induced emission (AIE) properties. This work is believed to have broad impacts on chemical, medicinal and material sciences including optoelectronic materials in future.
(© The Author(s) 2019. Published by Oxford University Press on behalf of China Science Publishing & Media Ltd.)
Databáze: MEDLINE
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