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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.more » « less
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Wang, Jia‐Yin; Tang, Yao; Wu, Guan‐Zhao; Zhang, Sai; Rouh, Hossein; Jin, Shengzhou; Xu, Ting; Wang, Yu; Unruh, Daniel; Surowiec, Kazimierz; et al (, Chemistry – A European Journal)
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Li, Yanrong; Rajasree, Sreehari Surendran; Lee, Ga Young; Yu, Jierui; Tang, Jian-Hong; Ni, Ruidong; Li, Guigen; Houk, Kendall. N.; Deria, Pravas; Stang, Peter J. (, Journal of the American Chemical Society)null (Ed.)
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Li, Bijin; Lawrence, Brianna; Li, Guigen; Ge, Haibo (, Angewandte Chemie International Edition)Abstract The first example of PdII‐catalyzed γ‐C(sp3)−H functionalization of aliphatic and benzoheteroaryl aldehydes has been developed using a transient ligand and an external ligand, concurrently. A wide array of γ‐arylated aldehydes were readily accessed without preinstalling internal directing groups. The catalytic mechanism was studied by performing deuterium‐labelling experiments, which indicated that the γ‐C(sp3)−H bond cleavage is the rate‐limiting step during the reaction process. This reaction could be performed on a gram scale, and also demonstrated its potential application in the synthesis of new mechanofluorochromic materials with blue‐shifted mechanochromic properties.more » « less
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