SiliaBond for Acylation & Esterification Reactions
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Acylations are the addition of an acyl group (RCO) via electrophilic substitution, whereas esterifications are the formation of esters (RCOOR) from a derived carboxylic acid.
- The typical acylation reaction is the Friedel-Crafts, and other acyl transfers include the Boekelheide, Kostanecki, Passerini reactions, the Pummerer rearrangement, etc.
- The typical esterification reaction is the Fischer reaction, and other ester synthesis include the Fisher-Speier modification, Mitsunobu reaction, the Steglich esterification, etc.
For both reactions DMAP (4-dimethylaminopyridine) is well-known as an acyl-transfer catalyst, to increase speed and yield of alcohol and phenol acylations over acetic and benzoic anhydrides.
Tosic Acid, on the other hand, is a very popular acid catalyst for esterification & transesterification of esters and Aluminum Chloride (AlCl3) is probably one of the most commonly used Lewis acid as a catalyst for Friedel-Crafts reactions.
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SiliaBond Tosic Acid (SCX) (R60530B)
SiliaBond Tosic Acid (SiliaBond SCX, Si-TsOH) is a versatile bound strong acid with a pka <<1. It is widely used for the scavenging of amines and other basic functionalities, including weakly basic anilines, borohydrides, and metals such as Ni and Ag. It can also be used as an acid catalyst for organic reactions. Si-TsOH can serve as an alternative method to quench reactions instead of aqueous or organic soluble acids. -
SiliaBond DMAP (R75630B)
SiliaBond DMAP (Si-DMAP) is the supported equivalent of 4-dimethylaminopyridine commonly used as a nucleophilic catalyst in a wide variety of reactions such as acylation, amidation or acetylation.
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