Browsing by Author "Pan, Junyi"
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Item A new chiral phenomenon of orientational chirality, its synthetic control and computational study(2023) Jin, Shengzhou; Xu, Ting; Tang, Yao (TTU); Wang, Jia Yin; Wang, Yu; Pan, Junyi; Zhang, Sai (TTU); Yuan, Qingkai (TTU); Rahman, Anis Ur (TTU); Aquino, Adelia J.A. (TTU); Lischka, Hans (TTU); Li, Guigen (TTU)A new type of chirality, orientational chirality, consisting of a tetrahedron center and a remotely anchored blocker, has been discovered. The key structural element of this chirality is characterized by multiple orientations directed by a through-space functional group. The multi-step synthesis of orientational chiral targets was conducted by taking advantage of asymmetric nucleophilic addition, Suzuki-Miyaura cross-coupling and Sonogashira coupling. An unprecedented catalytic species showing a five-membered ring consisting of C (sp2)-Br-Pd-C (sp2) bonds was isolated during performing Suzuki-Miyaura cross-coupling. X-ray diffraction analysis confirmed the species structure and absolute configuration of chiral orientation products. Based on X-ray structures, a model was proposed for the new chirality phenomenon to differentiate the present molecular framework from previous others. DFT computational study presented the relative stability of individual orientatiomers. This discovery would be anticipated to result in a new stereochemistry branch and to have a broad impact on chemical, biomedical, and material sciences in the future.Item Aggregation-induced polarization (AIP) of derivatives of BINOL and BINAP(2022) Tang, Yao (TTU); Yuan, Qingkai (TTU); Wang, Yu; Zhang, Sai (TTU); Wang, Jia-Yin; Jin, Shengzhou; Xu, Ting; Pan, Junyi; Guilbeau, Collin Ray (TTU); Pleasant, Alyssa Jenae (TTU); Li, Guigen (TTU)The relationship between optical rotations of small chiral molecules with water% in THF has been established. The typical aggregation co-solvent systems resulted in optical rotation amplification and adjustment, defined as aggregation-induced polarization (AIP). The AIP work can serve as a new tool to determine molecular aggregation, especially for those that cannot display aggregation-induced emission (AIE). Therefore, AIP and AIE are anticipated to complement each other. In addition, AIP can also serve as a new transmission tool providing adjusting right- or left-hand polarized lights of a series of individual wavelengths. Since chiral phosphine derivatives are among the most important ligands, this work would benefit research using chiral aggregates to control asymmetric synthesis and catalysts. Therefore, it will find many applications in chemical and materials sciences.Item Aggregation-Induced Polarization (AIP): Optical Rotation Amplification and Adjustment of Chiral Aggregates of Folding Oligomers and Polymers(2022) Tang, Yao (TTU); Zhang, Sai (TTU); Xu, Ting; Yuan, Qingkai (TTU); Wang, Jia-Yin; Jin, Shengzhou; Wang, Yu; Pan, Junyi; Griffin, Isaac (TTU); Chen, Daixiang; Li, Guigen (TTU)The phenomenon of aggregation-induced polarization (AIP) was observed showing optical rotation amplification and adjustment. The relationship between optical rotations of chiral aggregates of multilayered chiral folding oligomers and polymers with water% in THF (fw) has been established accordingly. New multilayered chiral oligomers were synthesized under the asymmetric catalytic systems established by our laboratory recently. These products were well-characterized by UV-vis, NMR, and MALDI-TOF spectra. Absolute stereochemistry (enantio- and diastereochemistry) was assigned by comparison with similar asymmetric induction by the same catalyst in our previous reactions. The present AIP work can serve as a new tool to determine chiral aggregates, especially for those that cannot display emission. AIP would also complement AIE-based CPL since AIP serves as a new tool providing enhanced right- or left-hand polarized lights with individual wavelengths. It will find many applications in chemical and materials science in the future.