Synthesis, characterization, and X-ray analysis of new N,N′-disubstituted-1,4-diazepanes

Autor:	Patricia Rodríguez, Pedro I. Ramirez-Montes, María E. Ochoa, Norberto Farfán, Rosa Santillan, Vianey Rodríguez, Héctor García-Ortega
Rok vydání:	2012
Předmět:	Chemistry Stereochemistry Organic Chemistry Cyclohexane conformation Condensation Crystal structure Ring (chemistry) Biochemistry Characterization (materials science) Crystallography chemistry.chemical_compound Drug Discovery Glyoxal X ray analysis
Zdroj:	Tetrahedron Letters. 53:5887-5890
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2012.08.094
Popis:	The synthesis and structural characterization of six 1,4-diazepanes prepared by condensation of 2,2′-(1,3-propanediyldiimino)diphenols with glyoxal or 2,3-butanedione to give bisbenzoxazolidines and subsequent reduction with BH3–DMS is reported. The new 1,4-diazepanes were obtained in yields between 75% and 83% and characterized by NMR, IR, and HRMS. In addition, the crystal structure analysis showed that the seven-membered ring in 1,4-diazepanes (12a, 12e, and 12d) and bisbenzoxazolidines (11a, 11c, 11f) adopt in all cases twisted chair conformation. Compounds 12a and 12e show disorder in the seven member ring, as a result of the conformational flexibility of the seven-membered ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a4c5928f36c3110b98abcfed7daf6dc5 https://doi.org/10.1016/j.tetlet.2012.08.094 Zobrazit plný text záznamu Full Text from ScienceDirect