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2001•Journal of Chemical ResearchOpen access

Pyrrole studies, Part 48. 1 13 C NMR characterisation of imines and related compounds derived from pyrrole-2-carboxaldehydes and pyrrole-2,5-dicarboxaldehydes

Richard A. Jones, Gloria Quintanilla-López, Orhan Öztürk, Sayed Ali Nagdi Taheri, Gülan Berber Karatepe, Richard O. Jones

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Abstract

In contrast with the imines formed from monoaminoalkanes and α,ω -diaminoalkanes with pyrrole-3,4-dicarboxaldehydes, which exist in a tautomeric 3H-pyrrole form, pyrrole-2-carboxaldehydes and -2,5-dicarboxaldehydes react with amines to produce 1H-pyrrolyl-methylenimines. Pyrrole-2,5-dicarboxaldehydes with 1,2-diamino-ethane and with 1,3-diaminopropane yield symmetrical macrocyclic systems, contrary to earlier reports.

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In contrast with the imines formed from monoaminoalkanes and α,ω -diaminoalkanes with pyrrole-3,4-dicarboxaldehydes, which exist in a tautomeric 3H-pyrrole form, pyrrole-2-carboxaldehydes and -2,5-dicarboxaldehydes react with amines to produce 1H-pyrrolyl-methylenimines. Pyrrole-2,5-dicarboxaldehydes with 1,2-diamino-ethane and with 1,3-diaminopropane yield symmetrical macrocyclic systems, contrary to earlier reports.

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Available abstract

In contrast with the imines formed from monoaminoalkanes and α,ω -diaminoalkanes with pyrrole-3,4-dicarboxaldehydes, which exist in a tautomeric 3H-pyrrole form, pyrrole-2-carboxaldehydes and -2,5-dicarboxaldehydes react with amines to produce 1H-pyrrolyl-methylenimines. Pyrrole-2,5-dicarboxaldehydes with 1,2-diamino-ethane and with 1,3-diaminopropane yield symmetrical macrocyclic systems, contrary to earlier reports.

Key concepts: Pyrrole, Tautomer, Chemistry, Yield (engineering), Medicinal chemistry, Organic chemistry, Materials science, Metallurgy

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Pyrrole studies, Part 48. 1 13 C NMR characterisation of imines and related compounds derived from pyrrole-2-carboxaldehydes and pyrrole-2,5-dicarboxaldehydes — Research Paper | ScholarLens