89168-51-4Relevant academic research and scientific papers
A Study of Boratriazaroles: An Underdeveloped Class of Heterocycles
Liew, Sean K.,Holownia, Aleksandra,Tilley, Andrew J.,Carrera, Elisa I.,Seferos, Dwight S.,Yudin, Andrei K.
, p. 10444 - 10453 (2016/11/17)
Boratriazaroles were discovered in the late 1960s, and since then, a variety of substituted boratriazarole derivatives have been prepared. However, no study has compared the properties of these BN heterocycles with their carbon-based analogues. In this work, we have prepared a series of boratriazarole derivatives and have investigated how structural variations in the five-member heterocycle affect photophysical and electronic properties. Boratriazaroles exhibit absorption and emission spectra comparable to those of their azacycle analogues but have a markedly lower quantum yield. The quantum yield can be increased with the incorporation of a 2-pyridyl substitution on the boratriazaroles, and the structural and optoelectronic properties are further influenced by the nature of the B-aryl substituent. Introducing an electron-deficient p-cyano group on the B-phenyl substituent creates a twisted intramolecular charge transfer state that causes a large Stokes shift and positive solvatochromism. Our work should serve to guide future synthetic efforts toward the application of boratriazaroles in materials science.
Cyclization of 1,2,4-triazenes to 1,2,4-triazoles using oxidizing reagents - NaClO, Ca(ClO)2, Dess-Martin periodinane and Ley's TPAP/NMO
Paulvannan,Hale, Ron,Sedehi, Daniel,Chen, Tao
, p. 9677 - 9682 (2007/10/03)
A simple and efficient approach to 1,3,5-trisubstituted 1,2,4-triazoles via cyclization of 1,2,4-triazenes employing commonly used oxidizing agents such as NaClO, Ca(ClO)2, Dess-Martin periodinane and Ley's oxidizing agent (TPAP/NMO) is described. The reaction proceeds under mild conditions and is compatible with various functional groups. Extension of this approach to prepare triazoles on solid support has also been investigated.
An improved synthesis of 1,2,4-triazoles using Ag2CO3
Paulvannan,Chen, Tao,Hale, Ron
, p. 8071 - 8076 (2007/10/03)
An improved synthesis of 1,3,5-trisubstituted 1,2,4-triazoles via Ag2CO3 mediated cyclization of triazenes has been developed. This approach is flexible and compatible with a wide range of functional groups. The reaction was complete within 3 h and the products were isolated in moderate to high yields. The influence of the β-substituents of the amines on the triazole formation was also studied. (C) 2000 Elsevier Science Ltd.
An approach to 1-aryl-1,2,4-triazoles
Buzykin,Bredikhina
, p. 59 - 61 (2007/10/02)
A series of different 1,3,5-trisubstituted 1,2,4-triazoles 9 have been readily prepared by simple oxidation of corresponding N-alkylamide arylhydrazones (amidrazones) 5 with hydrogen peroxide or potassium permanganate.
