Department of Chemistry
Co(iii)-porphyrin-mediated highly regioselective ring-opening of terminal epoxides with alcohols and phenols
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.
α -aryloxy alcohols, α-alkoxy alcohols, co-porphyrin, epoxides, ring-opening
Source Publication Title
American Chemical Society
Link to Publisher's Edition
Venkatasubbaiah, Krishnan, Xunjin Zhu, Elizabeth Kays, Kenneth I. Hardcastle, and Christopher W. Jones. "Co(iii)-porphyrin-mediated highly regioselective ring-opening of terminal epoxides with alcohols and phenols." ACS Catalysis 1.5 (2011): 489-492.