Imidoylketene: An ab initio study of its conformations and reactions

Journal of Organic Chemistry

Volumn 61, Issue 12, 1996, Pages 3962-3968

  Ham, Sihyun ^a   Birney, David M ^a  

^a TEXAS TECH UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000729319     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952229g     Document Type: Article

References (70)

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44. 17
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48. 3d
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51. 3c
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62. 1p predicts that the asynchronicity in the bond formation is opposite to that obtained from the RHF/6-31G* and MP2/6-31G** optimizations. This could be due to the lower electrophilicity of acetone as compared to that of formaldehyde or to a limitation of the level of theory.
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64. 3d
65. 1e
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67. The barrier heights also correlate with the acidity of the center from which the hydrogen is transferred.
68. 35 Both strain and electron-withdrawing groups contribute to its linearity.
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70. 3c suggests to us that another factor (specifically the orbital overlap, or lack thereof) is also important in determining the barrier heights.