Dehydrative Substitution Reaction in Water for the Preparation of Unsymmetrically Substituted Triarylmethanes: Synthesis, Aggregation‐Enhanced Emission, and Mechanofluorochromism
作者:Gauravi Yashwantrao、Prapti Shetty、Parimal J. Maleikal、Purav Badani、Satyajit Saha
DOI:10.1002/cplu.202200150
日期:2022.7
A sulfamic acid-mediated dehydrative substitution reaction of benzofuryl alcohols with several nucleophiles in water towards the scalable, easily isolable synthesis of unsymmetrically substituted triarylmethanes (TRAMs) in good to excellent yields up to 92 % is reported in this work. It was demonstrated that rationally designed propellor-shaped triarylmethanes promote aggregation-induced emission (AIE)
transformation of CO bonds through a multistep reaction pathway in one pot. Electrolysis of the acidic reaction mixture significantly improved carbonyl reduction and thus facilitated the generation of benzyl carbocations, which show high reactivity towards electron-rich heteroarenes for C–C bond formation.
三氟甲磺酸/硅烷作为协同还原剂,可以通过多步反应途径在一锅中方便地转化 C O 键。酸性反应混合物的电解显着改善了羰基还原,从而促进了苄基碳阳离子的产生,其对富电子杂芳烃具有高反应性,可形成 C-C 键。
AVENDANO, CARMEN;DE, DIEGO CARMEN;ELGUERO, JOSE, MONATSH. CHEM., 121,(1990) N-9, C. 649-652
作者:AVENDANO, CARMEN、DE, DIEGO CARMEN、ELGUERO, JOSE