Download PDF
Synfacts 2006(8): 0858-0858  
DOI: 10.1055/s-2006-941993
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

PEG-Supported Ruthenium Porphyrin Complexes

Contributor(s): Yasuhiro Uozumi, Yohei Oe
J.-L. Zhang, J.-S. Huang, C.-M. Che*
The University of Hong Kong, P. R. of China
Further Information

Publication History

Publication Date:
21 July 2006 (online)

    Permissions and Reprints

Significance

Reaction of the carbonylruthenium(II) porphyrin 1 with a solution of sodium PEG salt gave the PEG-supported carbonylruthenium porphyrin complex PEG-1 (eq. 1). Treatment of PEG-1 with MCPBA readily afforded PEG-supported dioxoruthenium(VI) porphyrin PEG-2. Both PEG-1 and PEG-2 are soluble in various organic solvents and water. PEG-1 showed good catalytic activity in 2,6-dichloropyridine-N-oxide (2,6-ClC5H3NO) epoxidation (eq. 2), benzylic oxidation (eq. 3), [N-(p-tolylsulfonyl)imino]phenyliodinane (PhI=NTs) aziridation (eq. 4), benzylic amidation (eq. 5), and intramolecular amidation of sulfamate esters with PhI(OAc)2 (eq. 6). Stoichiometric reaction of PEG-2 with alkenes gave the corresponding epoxide with up to 80% yield (eq. 7).