Formation of Nitrile Ylide by Addition of Carbene with Acetonitrile in a Low-Temperature Argon Matrix

Journal of Physical Chemistry A

Volumn 103, Issue 41, 1999, Pages 8187-8192

  Naito, Ikuo ^a   Nakamura, Kazuki ^a   Kumagai, Tsutomu ^b   Oku, Akira ^c   Hori, Kenzi ^d   Matsuda, Kenji ^e   Iwamura, Hiizu ^e  

^a KYUSHU SANGYO UNIVERSITY   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

^c KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

^d YAMAGUCHI UNIVERSITY   (Japan)

^e KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0007003183     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp9915230     Document Type: Article

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24. We used the RHF/6-31G* level of theory which is rather modest for BCC and NY in the present study since sizes of the molecules are too big for us to optimize their geometries and to calculate vibration frequency calculations including the correlation effects. However, modified frequencies well correlated with the experimental values as listed in Tables 3 and 4. While the difference between the two CN bonds in NY was calculated to be 0.017 Å, that in the parent nitrile ylide turned out to be 0.075 Å at the MP2/6-31G* level of theory. It is gathered that the difference in NY is not as large as that in the simple ylide because of the resonance effect in the big ylide.
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26. -1.
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31. The intensities of the IR bands are indicated by vs (very strong), s (strong), m (medium), and w (weak). The sh showed shoulder peak.
32. Ammann used 0.89 as a scale factor on the vibration analysis of o-tolylfluorocarbene by means of HF/6-31G* basis set. Ammann, J. R. I. Matrix Isolation Study of Alkyl Substituted Ground-State Singlet Carbenes II. Characterization and Reactivity of o-Tolylhalocarbenes; UMI A Bell & Howell Information Company: MI, 1997; p 211.
33. When the measured band seems to be overlapped with other band, that band is ruled out, though the calculated band is corresponding to that band.