The chlorination of the carboxylic acid unit of α-aminoacids is an important reaction in organic synthesis, and the resulting compounds are usually seen as reactive intermediate species. Herein we report a straightforward procedure to obtain [MCl6]- salts (M = Nb, 2a; Ta, 2b) of the L-proline-derivative (pyrrolidinium-2-carbonylchloride). These are stable up to 80 °C, in the solid state as well as in organic solvents. The X-ray structures determined for 2a,b include the first example of a crystallographically-characterized α-ammonium-acylchloride.

A simple route to thermally-stable salts of pyrrolidinium-2-carbonylchloride

MARCHETTI, FABIO;PAMPALONI, GUIDO;
2014-01-01

Abstract

The chlorination of the carboxylic acid unit of α-aminoacids is an important reaction in organic synthesis, and the resulting compounds are usually seen as reactive intermediate species. Herein we report a straightforward procedure to obtain [MCl6]- salts (M = Nb, 2a; Ta, 2b) of the L-proline-derivative (pyrrolidinium-2-carbonylchloride). These are stable up to 80 °C, in the solid state as well as in organic solvents. The X-ray structures determined for 2a,b include the first example of a crystallographically-characterized α-ammonium-acylchloride.
2014
Marchetti, Fabio; Pampaloni, Guido; Stefano, Zacchini
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/659265
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