文献类型：期刊文献

英文题名：1h Nmr Investigation on Molecular Conformational Motion of 9,14-Diphenyl-9,14-Dihydrodibenzo[A,C]Phenazine

作者：Chen, Xuanying[1]; Yao, Xinyu[1]; Su, Wenyuan[2]; Su, Jianhua[1]; Zhang, Zhiyun[1]

机构：[1] Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China; [2] University of Richmond, Richmond, VA, 23173, United States

年份：2024

外文期刊名：SSRN

收录：EI(收录号：20240488799)

语种：英文

外文关键词：Conformations - Nuclear magnetic resonance spectroscopy

摘要：A distinct group of π-conjugated molecules are capable of undergoing conformational motion through C-C or C-N bonds in both the ground state and the excited state, and leading to stark differences in their intrinsic properties due to the structure-activity correlation. The determination of the dynamic structural motion of these molecules remains a formidable challenge. In this study, the structure and corresponding electronic energy of the butterfly-motion-based molecule 9,14-diphenyl-9,14-dihydrodibenzo[a,c]phenazine (DPAC) were examined using 1H variable temperature nuclear magnetic resonance (VT-NMR) and density functional theory structural computations. Meanwhile, two control molecules DMAC and DPAC-Me exhibiting minor shifts in VT-NMR spectroscopy were utilized to illustrate that the origin of the chemical shift lies in the molecular butterfly movement. Furthermore, a modified NMR probe for the in-situ irradiation studies was delineated to expose the molecular averaging conformational alterations via an alternate pathway (a fraction of molecules enter the excited state under UV-irradiation). Our findings unequivocally suggest that dynamic 1H NMR investigation and computational analysis can yield valuable insights into the conformational motion preference. ? 2024, The Authors. All rights reserved.