Photoactivated Functionizable Tetracarbonyl(phenylpyridine)manganese(I) Complexes as CO-Releasing Molecules: A Direct Suzuki–Miyaura Cross-Coupling on a Thermally Stable CO-RM

Jonathan S. Ward, Joshua T.W. Bray, Benjamin J. Aucott, Conrad Wagner, Natalie E. Pridmore, Adrian C. Whitwood, James W.B. Moir, Jason M. Lynam*, Ian J.S. Fairlamb

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

6 Citations (Scopus)

Abstract

A new class of carbon monoxide-releasing molecules (CO-RMs) are reported based on a previously known tetracarbonyl phenylpyridine manganese(I) motif. A pre-functionalized CO-RM undergoes a direct Pd-catalysed Suzuki–Miyaura cross-coupling with phenylboronic acid to give a π-extended three-ring CO-RM. Cross-coupling conditions were modified to allow coupling of a morpholine-containing boronic acid on to a CO-RM, introducing drug-like functionality. An LED system was used to facilitate controlled CO-release. Irradiation using an LED (400 nm or 365 nm) gives rise to faster CO-release, with lower overall input power than traditional use of a TLC lamp (365 nm), as measured by an assay based on the conversion of deoxymyoglobin to carbonmonoxymyoglobin.

Original languageEnglish
Pages (from-to)5044-5051
Number of pages8
JournalEuropean Journal of Inorganic Chemistry
Volume2016
Issue number31
DOIs
Publication statusPublished - 2016

Keywords

  • Carbon monoxide
  • Cross-coupling
  • Manganese
  • Photochemistry

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