Structures and reactivities of ethylene dication electrophiles

Journal of the American Chemical Society

Volumn 118, Issue 26, 1996, Pages 6220-6224

  Ohwada, Tomohiko ^a   Yamazaki, Takahisa ^a   Suzuki, Takayoshi ^a   Saito, Shinichi ^a   Shudo, Koichi ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; OXIME DERIVATIVE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

EID: 0030057255     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja953623z     Document Type: Article

References (41)

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2. Observation: Benoit, C.; Horsley, J. A. Mol. Phys. 1975, 30, 557. Theoretical calculations: Lammertsma, K.; Barzaghi, M.; Olah, G. A.; Pople, J. A.; Kos, A. J., Schleyer, P. v. R. J. Am. Chem. Soc. 1983, 105, 5252.
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19. The possible solubility increase of benzene in the case of the higher acidity seems to affect the rate of reactions. However, the increase of benzene may be caused by the production of benzenium ions which may not be a substrate for the electrophile. Even if this was the case, the very slow reaction in the medium which is acidic enough to monoprotonate the substrate completely definitely eliminates the possibility of the participation of the monoprotonated species.
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