Synthesis of cyclic azobenzene analogues |
| |
| Authors: | Dhruval K Joshi Matthew J Mitchell Doug Bruce Alan J Lough Hongbin Yan |
| |
| Institution: | 1. Department of Chemistry, Brock University, 500 Glenridge Ave., St. Catharines, ON L2S 3A1, Canada;2. Department of Biological Sciences, Brock University, 500 Glenridge Ave., St. Catharines, ON L2S 3A1, Canada;3. Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON M5S 3H6, Canada |
| |
| Abstract: | Reaction of 2,2′-dinitrodibenzyl with lead metal powder in the presence of a basic triethylammonium formate buffer gave a cyclic azoxybenzene, 11,12-dihydrodibenzoc,g]1,2]diazocine-5-oxide. The latter compound was converted into cyclic azobenzene and analogues (chloro-, bromo-, and cyano-) through subsequent transformations. Hydrolysis of the cyano cyclic azobenzene gave the corresponding carboxylic acid. This carboxylic acid was finally reacted with d-threoninol to give the corresponding amide, which readily undergoes photoisomerization upon illumination with light. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
