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Title: Synthesis and self-assembly behavior of 2-acylaminobenzo[1,3]tellurazoles
A method was developed to prepare 2-acylaminobenzo[1,3]tellurazoles from bis(2-aminophenyl) ditellurides and acylisothiocyanates in good yield following a simple two-step, one pot procedure. It consists of the formation of acylthioureas, followed by reductive cyclization. This method relies on readily accessible precursors and avoids the use of reagents that are highly toxic or sensitive to air or moisture. Three representative products were characterized by X-ray crystallography to probe their tendency to undergo intermolecular chalcogen bonding. 4,6-Dimethyl-2-acetylaminobenzo[1,3]tellurazole lacked such bonding while 5-methyl-2-acetylaminobenzo[1,3] tellurazole showed Te…N secondary bonding and 2-acetamidobenzo[1,3]tellurazole formed a supramolecular tetramer as a result of Te…Ocarbonyl bonding interactions. A computational non-covalent interaction analysis of this tetramer was performed, which indicates that it is more stable by ~58 kcal mol-1 than the monomer would be.  more » « less
Award ID(s):
2404400
PAR ID:
10678708
Author(s) / Creator(s):
; ; ; ; ;
Editor(s):
Junk, Peter
Publisher / Repository:
Elsevier
Date Published:
Journal Name:
Journal of Organometallic Chemistry
Volume:
1054
Issue:
C
ISSN:
0022-328X
Page Range / eLocation ID:
124164
Subject(s) / Keyword(s):
Tellurium Benzotellurazole Supramolecular Organotellurium Heterocycle
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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