Measurement of N-H Bond Strengths in Aromatic Amines by Photoacoustic Calorimetry

Journal of Organic Chemistry

Volumn 62, Issue 10, 1997, Pages 3409-3412

  MacFaul, Philip A ^a   Wayner, D D M ^a   Ingold, K U ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542503340     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (37)

1. Issued as NRCC No. 40818.
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5. Details of the PAC technique and the experimental procedures can be found in ref 3.
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14. -1, but not so high as to show any absorption at the laser wavelength of 337 nm or any PAC signal in the absence of the peroxide. Attempts to measure N-H BDE's for 4-methoxyaniline and N-phenyl-α-naphthylamine were frustrated by their relatively strong absorption at the laser wavelength.
15. gas amounts to (1.0 × 1.7)/3.1 = 0.5 kcal/mol. The same correction has been applied to the two para-substituted anilines examined. No correction has been applied to the PAC data for the diphenylamines since they are such weak hydrogen bond donors.
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20. 3
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24. 3 of his EC measurement of BDE(PhO-H) in DMSO fails to address the actual criticism. We will try to resolve this matter in a forthcoming publication.
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27. NIST Standard Reference Database 25, Structures and Properties, Ver. 2.02, National Institute of Standards and Technology, Gaithersburg, MD, 1994.
28. 4NH-H).
29. 2NH-H) value of 85.3 kcal/mol even less sensible.
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34. 27
35. See, e.g.: Lunazzi, L.; Magagnoli C.; Guerra, M.; Macciantelli, D. Tetrahedron Lett. 1979, 3031-3032. Lunazzi, L.; Magagnoli, C.; Macciantelli, D. J. Chem. Soc., Perkin Trans. 2 1980, 1704-1707. Casarini, D.; Lunazzi, L.; Macciantelli, D. Tetrahedron Lett. 1984, 25, 3641-3642.
36. See, e.g.: Lunazzi, L.; Magagnoli C.; Guerra, M.; Macciantelli, D. Tetrahedron Lett. 1979, 3031-3032. Lunazzi, L.; Magagnoli, C.; Macciantelli, D. J. Chem. Soc., Perkin Trans. 2 1980, 1704-1707. Casarini, D.; Lunazzi, L.; Macciantelli, D. Tetrahedron Lett. 1984, 25, 3641-3642.
37. See, e.g.: Lunazzi, L.; Magagnoli C.; Guerra, M.; Macciantelli, D. Tetrahedron Lett. 1979, 3031-3032. Lunazzi, L.; Magagnoli, C.; Macciantelli, D. J. Chem. Soc., Perkin Trans. 2 1980, 1704-1707. Casarini, D.; Lunazzi, L.; Macciantelli, D. Tetrahedron Lett. 1984, 25, 3641-3642.