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Structures and nonlinear optical properties of polar 2-amino-1,2,3-triazolequinone derivatives

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Abstract

A series of phenyldialkylamine, dimethoxyphenyl, and nitrothiophene derivatives of 2-amino-1,2,3-triazolequinones was characterized by NMR, IR, mass spectroscopy, cyclic voltammetry, and chemical analyses. The solvatochromic procedure was used to evaluate the potential of nine compounds for nonlinear optical applications, and the possible failure of this model is discussed. The crystal structures of seven compounds were determined: (4) P21/c, a = 15.430(3) Å, b = 7.633(2) Å, c = 15.940(3) Å, β = 105.19(3)° (5) P21/c, a = 20.201(2) Å, b = 9.6579(9) Å , c = 18.517(2) Å, β = 95.907(2)° (6) P-1, a = 7.769(2) Å, b = 8.515(3) Å, c = 17.312(5) Å, α = 89.347(7)°, β = 83.219(6)°, γ = 86.001(7)° (7) P-1, a = 8.1365(7) Å, b = 8.9605(8) Å, c = 11.630(1) Å, α = 79.553(2)°, β = 75.048(2)°, γ = 82.080(2)° (8) P-1, a = 8.298(3) Å, b = 9.720(3) Å, c = 10.033(3) Å, α = 84.803(6)°, β = 83.735(6)°, γ = 77.659(5)° (10) P21/n, a = 8.4300(7) Å, b = 13.980(1) Å, c = 13.975(1) Å, β = 106.590(2)° (12) P21/n, a = 7.715(2) Å, b = 14.206(3) Å, c = 12.758(3) Å, β = 91.016(5)°.

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Authors and Affiliations

  1. Department of Chemistry, Texas Christian University, Box 298860, Fort Worth, Texas, 76129

    Miguel A. Mendez-Rojas, Satish G. Bodige, Krzysztof Ejsmont & William H. Watson

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  1. Miguel A. Mendez-Rojas
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  2. Satish G. Bodige
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  3. Krzysztof Ejsmont
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  4. William H. Watson
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Mendez-Rojas, M.A., Bodige, S.G., Ejsmont, K. et al. Structures and nonlinear optical properties of polar 2-amino-1,2,3-triazolequinone derivatives. Journal of Chemical Crystallography 31, 217–231 (2001). https://doi.org/10.1023/A:1014399201800

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