Interaction of C-Alkylsubstituted-1,4,8,11-tetraazacyclotetradeca-4,11-dienes with Carboxylic Acid Halides as a New Method for the Synthesis of C- and N-Acyl-2,3,6,7-tetrahydro-1,4-diazepines

N. A. Anisimova^{a, b}^,*, and D. A. Melkova^{a, b}

^aHerzen State Pedagogical University of Russia, St. Petersburg, 191186 Russia

^bSt. Petersburg State University of Industrial Technologies and Design, St. Petersburg, 191186 Russia

email: *mall30@mail.ru

Received 4 September, 2022

Abstract— The reactions of 5,7,7,12,14,14-hexamethyl-1,4,8,11-tetraazacyclotetradeca-4,11-diene with acetic and tetrafluorobenzoic acids halides produce C- and N- acyl-substituted 1,4-diazepines. Their structure was characterized by IR, ¹Н, and ¹³С NMR spectroscopy using two-dimensional experiments ¹Н–¹³С HMQC, HMBC, and ¹Н–¹Н COSY.

Keywords: azamacrocycles, 1,4-diazepines, carboxylic acid chlorides

DOI: 10.1134/S1070363222120313