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Chiral 3D Coordination Polymers Consisting of Achiral Terpyridyl Precursors: from Spontaneous Resolution to Enantioenriched Induction
Author(s) -
Zuo Tao,
Luo Dong,
Huang YongLiang,
Li Yan Yan,
Zhou XiaoPing,
Li Dan
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201905091
Subject(s) - asymmetric induction , enantiomer , camphor , polymer , solid state , chemistry , crystallography , materials science , stereochemistry , enantioselective synthesis , organic chemistry , catalysis
A pair of enantiomers of three‐dimensional (3D) chiral coordination polymers (CCPs) were successfully constructed by using achiral components 4,2′:6′,4′′‐terpyridyl precursors and Cu 2+ through spontaneous resolution ( 1 a ). By utilising feeding controlled chiral‐templated induction and chiral auxiliary behaviour of optically pure camphor sulfonate (CSA), the enantioenriched ( 1 b‐P and 1 b‐M ) and CSA captured ( 1 c‐P and 1 c‐M ) CCPs were successfully synthesised, respectively. The chiral information of the corresponding products was confirmed by X‐ray single crystal diffraction and solid‐state CD spectra. Meanwhile, the formation processes of 1 b‐P and 1 b‐M were monitored through solution CD spectra, UV/Vis spectra and ESI‐TOF MS. Based on these results, a reasonable chiral‐templated induction mechanism of forming 1 b‐P and 1 b‐M was proposed.