We have recently reported the use, in catalytic amounts, of 1,2-benzenedisulfonimide as a safe Bronsted acid in some acid-catalyzed organic reactions. With the design of new and chiral acid organocatalysts with the structure of 1,2-benzenedisulfonimide in mind, we herein propose a synthesis of 1,2-benzenedisulfonimide derivatives bearing an aryl group in the 3-position with good overall yields. The chirality of these compounds is due to the hindered rotation of the aryl group (atropisomerism). We resolved the atropisomers of one of these compounds.

Synthesis of 3-aryl-4-methyl-1,2-benzenedisulfonimides, new chiral Bronsted acids. A combined experimental and theoretical study

DI BARI, LORENZO;
2011-01-01

Abstract

We have recently reported the use, in catalytic amounts, of 1,2-benzenedisulfonimide as a safe Bronsted acid in some acid-catalyzed organic reactions. With the design of new and chiral acid organocatalysts with the structure of 1,2-benzenedisulfonimide in mind, we herein propose a synthesis of 1,2-benzenedisulfonimide derivatives bearing an aryl group in the 3-position with good overall yields. The chirality of these compounds is due to the hindered rotation of the aryl group (atropisomerism). We resolved the atropisomers of one of these compounds.
2011
Barbero, M; Bazzi, S; Cadamuro, S; DI BARI, Lorenzo; Dughera, S; Ghigo, G; Padula, D; Tabasso, S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/146529
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