Supramolecular Interactions Induced Chirality Transmission, Second Harmonic Generation Responses, and Photoluminescent Property of a Pair of Enantiomers from in Situ [2 + 3] Cycloaddition Synthesis

• Published in: Crystal growth & design 2016-03, Vol.16 (3), p.1559-1564
• Main Authors: Gao, Ji-Xing, Xiong, Jian-Bo, Xu, Qing, Tan, Yu-Hui, Liu, Yi, Wen, He-Rui, Tang, Yun-Zhi
• Format: Article
• Language: English
• ISSN: 1528-7483; 1528-7505
• DOI: 10.1021/acs.cgd.5b01684

Spontaneous resolutions from an in situ reaction especially for a Sharpless reaction are really rare. Here we display a new pair of enantiomeric compounds Δ - and Λ - [Mn­(4-tzba)­(bpy)2­·H2O]­(bpy)­·3H2O (labeled as Δ -1 and Λ -1 respectively) (4-tzba = 4-tetrazolbenzoic acid; bpy = 2,2′-bipyridine) from a Sharpless reaction. They crystallized in the P212121 chiral space group and demonstrated strong second harmonic generation (SHG) responses and red photoluminescence property. The chiral metal conformations were captured by the introduction of the distorted bpy and the in situ synthesized 4-tzba ligands. The hydrogen bonds connecting the 4-tzba and central metal play a crucial role in the chirality transmission, as well as the donor–acceptor type SHG nonlinear response.