Rapid, Microwave-Assisted Perdeuteration of Polycyclic Aromatic Hydrocarbons
作者:Allison K. Greene、Lawrence T. Scott
DOI:10.1021/jo301903m
日期:2013.3.1
A simple and convenient method for the perdeuteration of polycyclic aromatic hydrocarbons that does not require strong acid has been developed. Using commercially available reagents, the one-step procedure provides a new route to perdeuterated derivatives of both common and exotic polycyclic aromatic hydrocarbons. Microwave irradiation of the hydrocarbons in a solution of dimethylformamide-d(7) containing potassium tert-butoxide affords rapid and essentially complete H/D exchange. For example, corannulene is converted to corannulene-d(10) with >98% deuterium incorporation in just 1 h of microwave irradiation in a solution of t-BuOK/DMF-d(7).
Arenium Acid Catalyzed Deuteration of Aromatic Hydrocarbons
作者:Simon Duttwyler、Anna M. Butterfield、Jay S. Siegel
DOI:10.1021/jo302201a
日期:2013.3.1
acid [mesitylene–H]+ has been shown to be an extraordinarily active H/Dexchangecatalyst for the perdeuteration of polycyclic aromatichydrocarbons. The reactions take place under ambient conditions in C6D6 as an inexpensive deuteriumsource. High isolated yields and excellent degrees of deuterium incorporation were achieved using the substrates p-terphenyl, fluoranthene, pyrene, triphenylene, and
业已证明,对于多环芳烃的氘代反应,芳酸[1,3,5-三甲基-H] +是一种非常活泼的H / D交换催化剂。该反应在环境条件下作为便宜的氘源在C 6 D 6中进行。使用底物对-三联苯,荧蒽,pyr,三亚苯基和cor基,可以实现较高的分离产率和良好的氘掺入度。