We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Sequential, Electrochemical‐Photochemical Synthesis of 1,2,4‐Triazolo‐[4,3‐a]pyrazines.
- Authors
Yount, Joseph; Morris, Megan; Henson, Noah; Zeller, Matthias; Byrd, Edward F. C.; Piercey, Davin G.
- Abstract
1,2,4‐triazolo‐[4,3‐a]pyrazine was prepared via a two‐step electrochemical, photochemical process. First, a 5‐substituted tetrazole is electrochemically coupled to 2,6‐dimethoxypyrazine to yield 1,5‐ and 2,5‐ disubstituted tetrazoles. Subsequent photochemical excitation of the 2,5‐disubstituted tetrazole species using an ultraviolet lamp releases nitrogen gas and produces a short‐lived nitrilimine intermediate. Subsequent cyclization of the nitrilimine intermediate yields a 1,2,4‐triazolo‐[4,3‐a]pyrazine backbone. The scope of this reaction was explored using various tetrazoles and pyrazines. Materials produced were identified using chemical analytical techniques and computationally studied for potential application as an insensitive energetic material.
- Subjects
PYRAZINES; ULTRAVIOLET lamps; TETRAZOLES; RING formation (Chemistry); SPINE
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 31, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400661