Complementarity of solution and solid state mechanochemical reaction conditions demonstrated by 1,2-debromination of tricyclic imides

Štrbac, Petar; Margetić, Davor (2022) Complementarity of solution and solid state mechanochemical reaction conditions demonstrated by 1,2-debromination of tricyclic imides. Beilstein journal of organic chemistry, 18 . pp. 746-753. ISSN 2195-951X

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Abstract

The solution phase 1, 2-debromination of polycyclic imides using the Zn/Ag couple was successfully transferred to solid state mechanochemical conditions. The Zn/Ag couple was replaced by the Zn/Cu couple which was prepared without any metal activation by in situ ball milling of zinc and copper dusts. The advantage of the ball milling process is that the whole procedure is operationally very simplified. The reactive alkene generated was trapped in situ by several dienes and the respective Diels−Alder cycloadducts were obtained. It was demonstrated that mechanochemical milling offers complementary conditions to solution (thermal) reaction by allowing chemical transformations to proceed which were not possible in solution and vice versa.

Item Type:	Article
Uncontrolled Keywords:	ball milling ; cycloaddition ; debromination ; Diels−Alder reaction ; mechanochemistry
Subjects:	NATURAL SCIENCES > Chemistry
Divisions:	Division of Organic Chemistry and Biochemistry
Projects:	Project title Project leader Project code Project type Cikloadicijske strategije prema policikličkim gvanidinima Margetić, Davor IP-2018-01-3298 HRZZ
Depositing User:	Davor Margetić
Date Deposited:	18 Oct 2022 08:32
URI:	http://fulir.irb.hr/id/eprint/7594
DOI:	10.3762/bjoc.18.75

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