Abstract
A unique 2-amino-1,2,3-triazole system has been synthesized by the reaction of avicinal diazide with triphenylphosphine. The crystal structures of five 2-amino-1,2,3-triazole systems, a ditetrazole and a Staudinger adduct are reported.Ab initio calculations are used to rationalize the structures and properties of these materials, and possible reaction pathways are discussed.
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Sun, D.; Watson, W.H.J. Org. Chem. 1997,62, 4082.
Gagne, R.R.; Koval, C.A.; Lisensky, G.G.Inorg. Chem. 1980,19, 2854.
Allen, F.H.; Kennard, O.; Taylor, R.Acc. Chem. Res. 1983,16, 146.
Golobov, Yu.G.; Zhumorova, I.N.; Kasukhin, L.F.Tetrahedron 1981,37, 437.
Gaussian 94 (version 2.1) andGaussian (Windows); Gaussian, Inc: Pittsburg, PA,1995.
Molina, P.; Arquez, A.; Vinades, M.,Tetrahedron Lett. 1989,30, 6237. b) Molina, P.; Arquez, A.; Vinades, M.J. Org. Chem. 1990,55, 4724.
Böhm, E.; Dehnicke, K.; Beck, J.; Hiller, W.; Strähle, J.; Maurer, A.; Fenske, D.Z.Z. Naturforsch. 1988,43B, 138.
Sheldrick, G.M.,SHELXS86.Program for the Solution of Crystal Structures; Univ. of Göttingen: Germany,1986.
TEXSAN-TEXRAYStructure Analysis Package; Molecular Structure Corporation, Vers. 1.7-1, March1995.
Spek, A.L.Acta Crystallogr. 1982,29, 203.
SAINTSiemens Analytical X-ray systems, Inc.; Copyright 1989–1997.
SHELXTL,Version 5.04 Siemens Analytical X-ray Systems, Inc.: Copyright 1989–1997.
Spartan version 4.0. Wavefunction, Inc. 19401 Von Karman Ave, #370, Irvine CA 92715.
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Sun, D., Krawiec, M., Campana, C.F. et al. 2-Amino-1,2,3-triazole derivatives fromvicinal diazides. J Chem Crystallogr 27, 577–588 (1997). https://doi.org/10.1007/BF02576456
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DOI: https://doi.org/10.1007/BF02576456