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Arenium acid catalyzed deuteration of aromatic hydrocarbons.

The Journal of organic chemistry (2012-11-21)
Simon Duttwyler, Anna M Butterfield, Jay S Siegel
ABSTRACT

The arenium acid [mesitylene-H](+) has been shown to be an extraordinarily active H/D exchange catalyst for the perdeuteration of polycyclic aromatic hydrocarbons. The reactions take place under ambient conditions in C6D6 as an inexpensive deuterium source. High isolated yields and excellent degrees of deuterium incorporation were achieved using the substrates p-terphenyl, fluoranthene, pyrene, triphenylene, and corannulene.

MATERIALS
Product Number
Brand
Product Description

Triphenylene, BCR®, certified reference material
Sigma-Aldrich
Triphenylene, 98%
Sigma-Aldrich
Mesitylene, 98%
Sigma-Aldrich
Mesitylene, reagent grade, 97%
Supelco
Mesitylene, analytical standard