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Volumn 112, Issue 2, 2008, Pages 545-557

Ion chemistry of lH-1,2,3-triazole

Author keywords

[No Author keywords available]

Indexed keywords

DENSITY FUNCTIONAL THEORY; DEPROTONATION; DISSOCIATION; ELECTRON AFFINITY; ELECTRONIC STRUCTURE;

EID: 38749143297     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp074824f     Document Type: Article
Times cited : (28)

References (89)
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    • Frisch, M. J.; Tracks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Kiene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision B.05; Gaussian, Inc.: Wallingford, CT, 2004.
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    • The gas-phase acidity of HCOOH has been derived from the results of the proton transfer equilibrium measurements between HCOOH and HCl (ref 40) and a precise measurement of the gas-phase acidity of HCl ref 41
    • The gas-phase acidity of HCOOH has been derived from the results of the proton transfer equilibrium measurements between HCOOH and HCl (ref 40) and a precise measurement of the gas-phase acidity of HCl (ref 41).
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    • The B3LYP/6-311++G(d,p) energy optimization has been performed under C5 symmetry for the H2O complex. A low imaginary frequency has been found in the harmonic frequency analysis at the stationary point with respect to hindered rotation around the OH bond. Thus, the potential energy minimum is located at C1 symmetry, but energy lowering from the Cs to C1 geometry is 0.1 kcal mol-1 or less in magnitude. The reported value is that for the Cs symmetry
    • s symmetry.
  • 48
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    • 2N ion fragment into the optimum geometry of the ketenimine anion. The reported energy barrier is for this saddle point, and the energy barrier for the actual transition state may be slightly lower.
    • 2N ion fragment into the optimum geometry of the ketenimine anion. The reported energy barrier is for this saddle point, and the energy barrier for the actual transition state may be slightly lower.
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    • It is unclear whether the cyanomethyl anion observed in the photoelectron spectrum (Figure 6a) results from the ion chemistry involving lH-l,2,3-triazole or from some impurity reactions in the flow tube. However, the acetonitrile impurity in the triazole sample is <0.1% according to NMR measurements.
    • It is unclear whether the cyanomethyl anion observed in the photoelectron spectrum (Figure 6a) results from the ion chemistry involving lH-l,2,3-triazole or from some impurity reactions in the flow tube. However, the acetonitrile impurity in the triazole sample is <0.1% according to NMR measurements.
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    • To be submitted for publication
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    • B3LYP/6-311++G(d,p) calculations find low harmonic frequencies for the N-H out-of-plane bending modes of the C4-deprotonated azolide ions in general
    • B3LYP/6-311++G(d,p) calculations find low harmonic frequencies for the N-H out-of-plane bending modes of the C4-deprotonated azolide ions in general.
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    • A transition from this vibrationally excited level of the anion ground state to the vibrational ground level of the radical ground state is symmetry forbidden
    • A transition from this vibrationally excited level of the anion ground state to the vibrational ground level of the radical ground state is symmetry forbidden.
  • 68
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    • An analysis of a microwave spectrum (ref 44) suggests that a free energy difference between 1H-l,2,3-triazole and 2H-1,2,3-triazole is 4.5 kcal mol -1 at room temperature. B3LYP/6-311++M3(d,p) calculations predict the free energy difference to be 3.8 kcal mor-1
    • -1.
  • 74
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    • -1, collisions of the ketenimine anion with the neutral triazole are expected to efficiently quench the ion through proton transfer.
    • -1, collisions of the ketenimine anion with the neutral triazole are expected to efficiently quench the ion through proton transfer.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.