Mono-N-Alkylation of Sulfonamides with Alcohols Catalyzed by Iridium N-Heterocyclic Carbene-Phosphine Complexes was written by Li, Xingzhen;Peters, Bram B. C.;Tan, Min;He, Lei;Yang, Jianping;Andersson, Pher G.;Zhou, Taigang. And the article was included in Asian Journal of Organic Chemistry in 2022.Name: (4-Chlorophenyl)methanol This article mentions the following:
A N-heterocyclic carbene-phosphine iridium complex was presented for the efficient and selective mono-N-alkylation of sulfonamides with alcs. based on a borrowing hydrogenation strategy. Herein, water was the only byproduct and this methodol. thus offered a more environmentally benign and interesting alternative to the use of traditional alkylating reagents. This facile protocol tolerated a large number of (hetero) aromatic and aliphatic sulfonamides as well as (hetero) aromatic and aliphatic alcs. to obtain the desired product is high isolated yield (up to 98%). The alkylation completely retarded after the formation of the secondary sulfonamide and no over-alkylation was observed in all cases. The option to run the reaction under solvent-free conditions as well as the scalability of this borrowing hydrogenation were key features of this protocol. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Name: (4-Chlorophenyl)methanol).
(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Name: (4-Chlorophenyl)methanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts