Development of a model to explain the influence of the solvent on the rate and selectivity of diels–alder reactions | Zendy

Cativiela C. | Zendy; Garcia J. I. | Zendy; Mayoral J. A. | Zendy; Avenoza A. | Zendy; Peregrina J. M. | Zendy; Roy M. A. | Zendy

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Development of a model to explain the influence of the solvent on the rate and selectivity of diels–alder reactions

Author(s) -

Cativiela C.,

Garcia J. I.,

Mayoral J. A.,

Avenoza A.,

Peregrina J. M.,

Roy M. A.

Publication year - 1991

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.610040108

Subject(s) - chemistry , selectivity , cyclopentadiene , solvophobic , solvent effects , methyl acrylate , solvent polarity , solvent , acrylate , reagent , computational chemistry , diels–alder reaction , cyclopentene , organic chemistry , catalysis , copolymer , polymer

Solvophobic and polarity parameters are used to explain the endo/exo selectivity of the reaction between cyclopentadiene and methyl acrylate. A good linear regression model with Sp and E T Nis obtained. The existence of an intrinsic correlation between the Sp and E T Nvalues, which makes the interpretation of the results difficult, is shown. A comparison of the results with other previously reported showed that the relative influence of Sp and E T Non selectivity depends on the nature of the reagents.

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