Department of Chemistry, University of Isfahan, 81746-73441, Isfahan, Iran.
Mol Divers. 2022 Feb;26(1):191-203. doi: 10.1007/s11030-020-10174-3. Epub 2021 Jan 15.
A series of mono and disubstituted 2,3-dihydroquinazolin-4(1H)-ones (DHQZs) were synthesized and the electronic and steric effects of the C- and N-substitutions on the retention or elimination of the C-substitution by exposing them to the ultraviolet light were investigated. Electron transfer from photo-excited dihydroquinazolinones to chloroform solvent is proposed, in which both lone pairs on the N- and N-atoms can be involved in this process. The extent of the N- and N-atoms contributions in this electron-transfer process and also the retention or elimination of the C-substitutions are dependent on the nature and steric hindrance of both C- and N-substitutions. The experimental results are supported by the computational studies. Photoinduced electron-transfer reaction of a series of mono and disubstituted 2,3- dihydroquinazolin-4(1H)-ones was investigated.
一系列单取代和二取代的 2,3-二氢喹唑啉-4(1H)-酮（DHQZ）被合成出来，通过暴露在紫外光下，研究了 C-和 N-取代基的电子和空间效应对 C-取代基保留或消除的影响。提出了从光激发的二氢喹唑啉酮到氯仿溶剂的电子转移，其中 N-和 N-原子上的孤对电子都可以参与这个过程。在这个电子转移过程中，N-和 N-原子的贡献程度以及 C-取代基的保留或消除，取决于 C-和 N-取代基的性质和空间位阻。实验结果得到了计算研究的支持。研究了一系列单取代和二取代的 2,3-二氢喹唑啉-4(1H)-酮的光诱导电子转移反应。
