Multilayer 3D Chiral Folding Polymers and Their Asymmetric Catalytic Assembly

Author:

Tang Yao1,Jin Shengzhou2,Zhang Sai1,Wu Guan-Zhao1,Wang Jia-Yin2,Xu Ting2,Wang Yu2,Unruh Daniel1,Surowiec Kazimierz1,Ma Yanzhang3,Wang Shiren4,Katz Courtney5,Liang Hongjun5,Li Yunze6,Cong Weilong6,Li Guigen12

Affiliation:

1. Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA

2. Institute of Chemistry and Biomedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China

3. Department of Mechanical Engineering, Texas Tech University, Lubbock, Texas 79409-1061, USA

4. Department of Industrial & Systems Engineering, Texas A&M University, College Station, Texas 77843, USA

5. Department of Cell Physiology and Molecular Biophysics, School of Medicine, Texas Tech University Health Sciences Center, Lubbock, TX 79430-6551, USA

6. Department of Industrial Engineering, Texas Tech University, Lubbock, Texas 79409-3061, USA

Abstract

A novel class of polymers and oligomers of chiral folding chirality has been designed and synthesized, showing structurally compacted triple-column/multiple-layer frameworks. Both uniformed and differentiated aromatic chromophoric units were successfully constructed between naphthyl piers of this framework. Screening monomers, catalysts, and catalytic systems led to the success of asymmetric catalytic Suzuki-Miyaura polycouplings. Enantio- and diastereochemistry were unambiguously determined by X-ray structural analysis and concurrently by comparison with a similar asymmetric induction by the same catalyst in the asymmetric synthesis of a chiral three-layered product. The resulting chiral polymers exhibit intense fluorescence activity in a solid form and solution under specific wavelength irradiation.

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

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