Quantification of the Nucleophilicities of 3-X-Thiophenes: Highlighting the Hyperortho Correlation.

Autor:	Gabsi, W., Boubaker, T., Goumont, R.
Předmět:	NUCLEOPHILES NUCLEOPHILIC reactions THIOPHENES STACKING interactions ANALYTICAL mechanics
Zdroj:	Journal of Chemistry; 3/19/2020, p1-9, 9p
Abstrakt:	Kinetics studies for the coupling reactions of the 3-X-thiophene 1a-c (X = CH3, H and Br) with the electrophiles 2a and 3a-c have been investigated in acetonitrile at 20°C The second-order rate constants have been employed to determine the nucleophilicity parameters N and s of the thiophene 1 according the Mayr equation log k (20°C) = s (E + N). The nucleophilic-specific parameters N and s quantified in this work have been derived and compared with the reactivity of other C nucleophiles. Based on the linear correlations log k1 = f(E) and log k1 = f( σ p + ), we have shown that the mechanism of interactions occurs by a unique process: electrophilic heteroaromatic substitution of an α-carbon position of substituted 3-X-thiophenes 1 known hyperortho correlation. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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