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Trapping of an Organic Radical by an O=Cr(VI) Function
1Anorganisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (Germany).
Angewandte Chemie (International Ed. in English)
|December 14, 1999
Summary
Chromyl chloride generates organic radicals via hydrogen abstraction and can subsequently trap these radicals. A crystal structure confirms this dual reactivity, showing a chromium(V) oxo alkoxide formed through a three-step reaction.
Area of Science:
- Inorganic Chemistry
- Organic Chemistry
- Organometallic Chemistry
Background:
- Chromyl chloride (CrO2Cl2) is known to participate in various chemical reactions.
- The generation and trapping of organic radicals are fundamental processes in chemistry.
Purpose of the Study:
- To investigate the dual reactivity of chromyl chloride in generating and trapping organic radicals.
- To elucidate the reaction mechanism involving bisadamantylidene oxide and chromyl chloride.
Main Methods:
- Reaction of bisadamantylidene oxide with chromyl chloride.
- Crystallographic analysis of the reaction product.
Main Results:
- Chromyl chloride was observed to both generate and trap organic radicals.
- A crystal structure of a novel chromium(V) oxo alkoxide was obtained.
- The formation of the chromium(V) oxo alkoxide occurred in three successive steps.
Conclusions:
- Chromyl chloride exhibits a unique dual capability of initiating and terminating radical reactions.
- The reaction pathway involves the formation of a stable chromium(V) intermediate.
- This study provides structural evidence for the proposed reaction mechanism.