Photoactivated Functionizable Tetracarbonyl(phenylpyridine)manganese(I) Complexes as CO‐Releasing Molecules: A Direct Suzuki–Miyaura Cross‐Coupling on a Thermally Stable CO‐RM. Issue 31 (5th October 2016)

• Record Type: Journal Article
• Authors: Ward, Jonathan S.; Bray, Joshua T. W.; Aucott, Benjamin J.; Wagner, Conrad; Pridmore, Natalie E.; Whitwood, Adrian C.; Moir, James W. B.; Lynam, Jason M.; Fairlamb, Ian J. S.
• Is Part Of: European journal of inorganic chemistry. Issue 31(2016)
• Page Start: 5044
• Page End: 5051
• Publication Date: 2016-10-05
• Subjects: Carbon monoxide -- Photochemistry -- Manganese -- Cross‐coupling; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201600775
• Languages: English
• ISSNs: 1434-1948

Abstract

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. Abstract : Photoactivated CO‐releasing molecules have been traditionally irradiated using a TLC lamp. In this paper the use of LEDs close to the sample is reported. This gives efficient CO release compared to a TLC lamp. The complex shown releases CO efficiently and can be functionalised further with a Suzuki reaction.