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Mechanochemical Friedel–Crafts acylations

Đud, Mateja; Briš, Anamarija; Jušinski, Iva; Gracin, Davor; Margetić, Davor (2019) Mechanochemical Friedel–Crafts acylations. Beilstein journal of organic chemistry, 15 . pp. 1313-1320. ISSN 2195-951X

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Friedel–Crafts (FC) acylation reactions were exploited in the preparation of ketone- functionalized aromatics. Environmentally more friendly, solvent-free mechanochemical reaction conditions of this industrially important reaction were developed. Reaction parameters such as FC catalyst, time, ratio of reagents and milling support were studied to establish the optimal reaction conditions. The scope of the reaction was explored by employment of different aromatic hydrocarbons in conjunction with anhydrides and acylation reagents. It was shown that certain FC-reactive aromatics could be effectively functionalized by FC acylations carried out under ball-milling conditions without the presence of a solvent. The reaction mechanism was studied by in situ Raman and ex situ IR spectroscopy.

Item Type: Article
Uncontrolled Keywords: ball milling ; Friedel–Crafts reaction ; mechanochemistry
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Depositing User: Davor Margetić
Date Deposited: 11 May 2020 08:43
DOI: 10.3762/bjoc.15.130

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