Tetrahedron p. 2657 - 2662 (1981)
Update date:2022-08-30
Topics:
Roberts, R. M. G.
Yavari, F.
In Diels-Alder additions of tetracyanoethylene to 1,2-, and 9-substituted anthracenes, formation constants (K) for the intermediate complexes have been separated from the global rate constant (K2obs).The relatively small range of values of K indicates a very small charge transfer in the complexes.The transition state for conversion of complex into adduct showed a marked degree of charge development, particularly for the 9-substituted derivatives (ρ=-7).Substituents in the outer rings gave good rate correlations with composite constants (?m+ + ?p+) with a ρ value of -3.The substituent effects are discussed in terms of these and other parameters.Values for equilibrium constants for the overall addition (Keq) are reported.
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