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Volumn 111, Issue 34, 2007, Pages 8374-8383

Structure of the vinyldiazomethyl anion and energetic comparison to the cyclic isomers

Author keywords

[No Author keywords available]

Indexed keywords

DENSITY FUNCTIONAL THEORY; ELECTRON AFFINITY; ELECTRONIC STRUCTURE; EXCITED STATES; ISOMERS; PHOTOELECTRON SPECTROSCOPY; VIBRATIONAL SPECTRA;

EID: 34548580525     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp073887v     Document Type: Article
Times cited : (9)

References (75)
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    • (2003) Energetic Materials, Part 1: Decomposition, Crystal and Molecular Properties , pp. 405-420
    • Kwon, O.1    McKee, M.L.2
  • 15
    • 0000860008 scopus 로고
    • Photoelectron Spectroscopy of Negative Ions
    • Adams, N. G, Babcock, L. M, Eds, JAI Press: Greenwich
    • Ervin, K. M.; Lineberger, W. C. Photoelectron Spectroscopy of Negative Ions. In Advances in Gas Phase Ion Chemistry; Adams, N. G., Babcock, L. M., Eds.; JAI Press: Greenwich, 1992; Vol. 1, pp 121-166.
    • (1992) Advances in Gas Phase Ion Chemistry , vol.1 , pp. 121-166
    • Ervin, K.M.1    Lineberger, W.C.2
  • 24
    • 34548547722 scopus 로고    scopus 로고
    • Bierbaum, V. M. Flow Tubes. In Encyclopedia of Mass Spectrometry; Gross, M. L., Caprioli, R., Eds.; Elsevier: Amsterdam, 2003; 1, Theory and Ion Chemistry, pp 276-292.
    • Bierbaum, V. M. Flow Tubes. In Encyclopedia of Mass Spectrometry; Gross, M. L., Caprioli, R., Eds.; Elsevier: Amsterdam, 2003; Vol. 1, Theory and Ion Chemistry, pp 276-292.
  • 29
    • 34548571237 scopus 로고    scopus 로고
    • Frisch, M. J. et al. Gaussian 0.3, Revision B.05; Gaussian, Inc.: Pittsburgh, PA, 2003.
    • Frisch, M. J. et al. Gaussian 0.3, Revision B.05; Gaussian, Inc.: Pittsburgh, PA, 2003.
  • 38
    • 0001271634 scopus 로고
    • Photoelectron spectroscopy of reactive intermediates
    • Ng, C. Y, Baer, T, Powis, I, Eds, John Wiley & Sons: New York
    • Chen, P. Photoelectron spectroscopy of reactive intermediates. In Unimolecular and Bimolecular Reaction Dynamics; Ng, C. Y., Baer, T., Powis, I., Eds.; John Wiley & Sons: New York, 1994.
    • (1994) Unimolecular and Bimolecular Reaction Dynamics
    • Chen, P.1
  • 57
    • 34548571236 scopus 로고    scopus 로고
    • -1 at the B3LYP/6-311++G(d,p) level.
    • -1 at the B3LYP/6-311++G(d,p) level.
  • 62
    • 0001411592 scopus 로고    scopus 로고
    • The B3LYP/6-311++G(d,p) calculations show that when the allyl anion attacks the central N atom of N2.O, the resultant adduct formation is only 4.7 kcal mol-1 exothermic. Thus, this adduct ion is not considered further. Also, see ref 13 and Barlow, S. E, Bierbaum, V. M. J. Chem. Phys. 1990, 92, 3442 for the discussion of the site of N2O reaction with ions
    • 2O reaction with ions.
  • 63
    • 34548598994 scopus 로고    scopus 로고
    • The B3LYP/6-311++G(d,p) energy optimization has been performed under Cs 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.
  • 64
    • 34548584363 scopus 로고    scopus 로고
    • We have sought a transition state for N2 elimination from the 1-diazomethylvinyl anion under Cs symmetry. Two imaginary frequencies have been found at the stationary point. One is associated with an in-plane CN stretching mode which must directly represent the N2 dissociation coordinate. The other is an out-of-plane mode which guides the C 3H3 ion fragment into the optimum geometry of the allenyl anion. Thus, the reported value, which is for this Cs, saddle point, should represent an upper bound for the actual transition state
    • s, saddle point, should represent an upper bound for the actual transition state.
  • 65
    • 0342733191 scopus 로고    scopus 로고
    • DePuy, C. H.; Van Doren, J. M.; Gronert, S.; Kass, S. R.; Motell, E. L.; Ellison, G. B.; Bierbaum, V. M. J. Org. Chem. 1989, 54, 18461850.
    • DePuy, C. H.; Van Doren, J. M.; Gronert, S.; Kass, S. R.; Motell, E. L.; Ellison, G. B.; Bierbaum, V. M. J. Org. Chem. 1989, 54, 18461850.
  • 66
    • 34548586260 scopus 로고    scopus 로고
    • The reaction enthalpies for the CID processes were derived from the standard enthalpies of formation and the deprotonation enthalpies of the relevant species available in NIST Standard Reference Database Number 69, June 2005 Release
    • The reaction enthalpies for the CID processes were derived from the standard enthalpies of formation and the deprotonation enthalpies of the relevant species available in NIST Standard Reference Database Number 69, June 2005 Release.
  • 67
    • 0000958465 scopus 로고    scopus 로고
    • 1, ref 3). The standard enthalpies of formation are from Jimenez, P.; Roux, M. V.; Turrion, C.; Gomis, F. J. Chem. Thermodyn. 1987, 19, 985-992.
    • 1, ref 3). The standard enthalpies of formation are from Jimenez, P.; Roux, M. V.; Turrion, C.; Gomis, F. J. Chem. Thermodyn. 1987, 19, 985-992.
  • 71
    • 34548581451 scopus 로고    scopus 로고
    • Both fragmentation to the cyanomethyl anion and hydrogen cyanide and isomerization to the vinyldiazomethyl anion require H migration
    • Both fragmentation to the cyanomethyl anion and hydrogen cyanide and isomerization to the vinyldiazomethyl anion require H migration.
  • 72


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.