The selective synthesis of N-arylbenzene-1,2-diamines or 1-arylbenzimidazoles by irradiating 4-methoxy-4′-substituted-azobenzenes in different solvents

Autor:	Chi-Wei Hsu, Jinn-Hsuan Ho, Tong-Ing Ho, Po-Yi Chen
Rok vydání:	2021
Předmět:	chemistry.chemical_compound Reaction mechanism chemistry General Chemical Engineering Product (mathematics) Polymer chemistry Acetal Hydrochloric acid General Chemistry Irradiation Selectivity
Zdroj:	RSC Advances. 11:6662-6666
ISSN:	2046-2069
DOI:	10.1039/d0ra10068d
Popis:	The solvent-controllable photoreaction of 4-methoxyazobenzenes to afford 1-aryl-1H-benzimidazoles or N-arylbenzene-1,2-diamines has been studied. The irradiation of 4-methoxyazobenzenes in DMF containing 0.5 M hydrochloric acid provided N2-aryl-4-methoxybenzene-1,2-diamines as the major product, while irradiation in acetal containing 0.16 M hydrochloric acid led to 1-aryl-6-methoxy-2-methyl-1H-benzimidazoles as the major product. A possible reaction mechanism explaining the selectivity was also discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::32e80e2d42315bd8b1d8c34056887b7d https://doi.org/10.1039/d0ra10068d Zobrazit plný text záznamu