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

Krishnan Venkatasubbaiah, Xunjin ZHU, Elizabeth Kays, Kenneth I. Hardcastle, Christopher W. Jones

Research output: Contribution to journalArticlepeer-review

41 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)489-492
Number of pages4
JournalACS Catalysis
Volume1
Issue number5
DOIs
Publication statusPublished - 6 May 2011

Scopus Subject Areas

  • Catalysis
  • Chemistry(all)

User-Defined Keywords

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

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