Az 1-[(trifluor-metil)fenil]pirrolok regioszelektív metallálási reakciói

Translated title of the contribution: Regioselective metalation reactions of 1-[(trifluoromethyl)phenyl]pyrroles

Ferenc Faigl, Katalin Fogassy, Erzsébet Szucs, Krisztina Kovács, László Töke, György Miklós Keserü, Veronika Harmat, Zsolt Böcskei

Research output: Contribution to journalArticle

Abstract

Depending on the conditions used during the lithiation and subsequent carboxylation of 1-[(trifluoromethyl)phenyl]pyrroles the mono- and the dicarboxylated derivatives were selectively prepared. The regioselective formation of the monocarboxylic acids could be rationalized in the light of the data collected from the literature. Explanation of the other phenomena, such as regioselective dilithiation and the strong effect of the trifluoromethyl group on the structure and aromacity of the pyrrole ring in the ortho position, has been elucidated by the aid of molecular modelling and single crystal X-Ray measurements.

Original languageHungarian
Pages (from-to)317-324
Number of pages8
JournalMagyar Kemiai Folyoirat, Kemiai Kozlemenyek
Volume108
Issue number7
Publication statusPublished - Jul 2002

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ASJC Scopus subject areas

  • Chemistry(all)

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