TY - JOUR
T1 - Central-to-Folding Chirality Control
T2 - Asymmetric Synthesis of Multilayer 3D Targets With Electron-Deficient Bridges
AU - Jin, Shengzhou
AU - Wang, Jia Ying
AU - Tang, Yao
AU - Rouh, Hossein
AU - Zhang, Sai
AU - Xu, Ting
AU - Wang, Yu
AU - Yuan, Qingkai
AU - Chen, Daixiang
AU - Unruh, Daniel
AU - Li, Guigen
N1 - Funding Information:
We would like to acknowledge the financial support from the National Natural Science Foundation of China (Nos. 22071102 and 91956110) and Robert A. Welch Foundation (D-1361-20210327, United States).
Publisher Copyright:
Copyright © 2022 Jin, Wang, Tang, Rouh, Zhang, Xu, Wang, Yuan, Chen, Unruh and Li.
PY - 2022/3/31
Y1 - 2022/3/31
N2 - New multilayer 3D chiral molecules have been designed and synthesized asymmetrically through the strategy of center-to-multilayer folding chirality control and double Suzuki couplings. Individual diastereoisomers were readily obtained and separated via flash column chromatography. The key diastereoisomer was further converted into corresponding enantiomers. These enantiomers possess electron-deficient aromatic bridges layered with top and bottom aromatic scaffolds. X-ray structural analysis has unambiguously confirmed the configuration, and intermolecular packing results in regular planar patterns in solid crystals. The synthesis was achieved in a total of ten steps starting from commercially available starting materials.
AB - New multilayer 3D chiral molecules have been designed and synthesized asymmetrically through the strategy of center-to-multilayer folding chirality control and double Suzuki couplings. Individual diastereoisomers were readily obtained and separated via flash column chromatography. The key diastereoisomer was further converted into corresponding enantiomers. These enantiomers possess electron-deficient aromatic bridges layered with top and bottom aromatic scaffolds. X-ray structural analysis has unambiguously confirmed the configuration, and intermolecular packing results in regular planar patterns in solid crystals. The synthesis was achieved in a total of ten steps starting from commercially available starting materials.
KW - asymmetric Suzuki–Miyaura coupling
KW - asymmetric synthesis
KW - central-to-folding chirality
KW - multilayer folding chirality
KW - planar packing
UR - http://www.scopus.com/inward/record.url?scp=85128484236&partnerID=8YFLogxK
U2 - 10.3389/fchem.2022.860398
DO - 10.3389/fchem.2022.860398
M3 - Article
AN - SCOPUS:85128484236
SN - 2296-2646
VL - 10
JO - Frontiers in Chemistry
JF - Frontiers in Chemistry
M1 - 860398
ER -