http://dx.doi.org/10.1021/cs200114x">
 

Document Type

Journal Article

Department/Unit

Department of Chemistry

Title

Co(iii)-porphyrin-mediated highly regioselective ring-opening of terminal epoxides with alcohols and phenols

Language

English

Abstract

Co-T(p-OMe)PP-SbF6 (1-SbF6, T(p-OMe)PP = 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinato) is demonstrated to be a highly active and regioselective catalyst in the ring-opening of various epoxides with alcohols and phenols. 1-SbF6 is demonstrated to be twice as active as the established Co-salen-SbF6 (2-SbF6, salen = trans-N,N-bis(3,5-ditertbutylsalicylidene)-1,2-cyclohexanediamine) catalyst, exhibiting >99% regioselectivity in many cases. The catalyst is suggested to promote the ring-opening via a cooperative bimolecular mechanism because the Co-porphyrin dimer, 1d-OTs, is significantly more active compared with the monomeric catalyst, 1-OTs. © 2011 American Chemical Society.

Keywords

α -aryloxy alcohols, α-alkoxy alcohols, co-porphyrin, epoxides, ring-opening

Publication Date

2011

Source Publication Title

ACS Catalysis

Volume

1

Issue

5

Start Page

489

End Page

492

Publisher

American Chemical Society

ISSN (electronic)

21555435

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