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ChemInform Abstract: Protonation of Some Substituted Phenylthiophen-2-ylmethanones in Sulfuric Acid

ChemInform Abstract: Protonation of Some Substituted Phenylthiophen-2-ylmethanones in Sulfuric Acid

Authors :
Michelangelo Gruttadauria
Domenico Spinelli
Renato Noto
Sergio Rosselli
Source :
ChemInform. 27
Publication Year :
2010
Publisher :
Wiley, 2010.

Abstract

Within the framework of research carried out on the behaviour of ArCOY compounds the title reaction has been investigated in order to gain information on the influence of Ar and of Y on the interaction between Y and CO and between Ar and CO, respectively, when Ar = 4-substituted phenyl and Y = 5-substituted thiophen-2-yl. The pKBH+ values collected in this work have been analysed by linear free energy relationship and the calculated p values (0.98 and 2.15 for substitution in the phenyl group and thiophen-2-yl ring, respectively), as well as the mean value (0.97) of m*, have been compared with those of 5-substituted-2-acetylthiophenes 2 and 4-substituted acetophenones 3. From the above comparisons we conclude that solvation has a role, as important as that of the electronic density on the basic centre, in determining the degree of protonation of weak bases even if they are structurally similar.

Details

ISSN :
09317597
Volume :
27
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........b944aa208837699fb1d5503b9a6446c5
Full Text :
https://doi.org/10.1002/chin.199632069