Journal of Physical Organic Chemistry p. 555 - 560 (1994)
Update date:2022-07-30
Topics:
Lee, Ikchoon
Park, Yong Kyun
Huh, Chul
Lee, Hai Whang
Kinetic studies on the reversible reactions of benzyl bromides with N,N-dimethylanilines were carried out for both the forward (kf) and reverse (kr) directions.The equilibrium constants, K were calculated using the ratio kf//kr and the equilibrium cross-interaction constant, ρeXY was determined.The ρeXY value was shown to represent a maximum intensity of interactions between substituents X and Y through covalent bonds within a molecule.The normalized values of ρX (ρnuc) and ρXY indicate that in the transition state the fractional development or loss of polar and resonance interactions in the benzyl system are imbalanced or non-perfectly synchronized.In the forward reaction the fractional loss of resonance interaction becomes enhanced, whereas in the reverse reaction the fractional development of resonance interaction lags behind the corresponding changes of polar interaction by ca 45percent.
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