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Encapsulated cobalt-porphyrin as a catalyst for size-selective radical-type cyclopropanation reactions.

Authors :
Otte M
Kuijpers PF
Troeppner O
Ivanović-Burmazović I
Reek JN
de Bruin B
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2014 Apr 22; Vol. 20 (17), pp. 4880-4. Date of Electronic Publication: 2014 Mar 24.
Publication Year :
2014

Abstract

A cobalt-porphyrin catalyst encapsulated in a cubic M8 L6 cage allows cyclopropanation reactions in aqueous media. The caged-catalyst shows enhanced activities in acetone/water as compared to pure acetone. Interestingly, the M8 L6 encapsulated catalyst reveals size-selectivity. Smaller substrates more easily penetrate through the pores of the "molecular ship-in-a-bottle catalysts" and are hence converted faster than bigger substrates. In addition, N-tosylhydrazone sodium salts are easy to handle reagents for cyclopropanation reactions under these conditions.<br /> (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
20
Issue :
17
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
24664657
Full Text :
https://doi.org/10.1002/chem.201400055