Photoactivated functionizable tetracarbonyl phenylpyridine manganese(I) complexes as CO-releasing molecules: a direct Suzuki–Miyaura cross-coupling on a thermally-stable CO-RM

TY - JOUR

T1 - Photoactivated functionizable tetracarbonyl phenylpyridine manganese(I) complexes as CO-releasing molecules

T2 - a direct Suzuki–Miyaura cross-coupling on a thermally-stable CO-RM

AU - Ward, Jonathan S.

AU - Bray, Joshua T W

AU - Aucott, Benjamin J.

AU - Wagner, Conrad

AU - Pridmore, Natalie E.

AU - Whitwood, Adrian C.

AU - Moir, James W B

AU - Lynam, Jason M.

AU - Fairlamb, Ian J S

N1 - © 2016, John Wiley & Sons, Inc. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

PY - 2016/11/2

Y1 - 2016/11/2

N2 - 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.

AB - 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.

KW - Carbon monoxide

KW - Cross-coupling

KW - Manganese

KW - Photochemistry

UR - http://www.scopus.com/inward/record.url?scp=84994048454&partnerID=8YFLogxK

U2 - 10.1002/ejic.201600775

DO - 10.1002/ejic.201600775

M3 - Article

AN - SCOPUS:84994048454

SN - 1434-1948

VL - 2016

SP - 5044

EP - 5051

JO - EUROPEAN JOURNAL OF INORGANIC CHEMISTRY

JF - EUROPEAN JOURNAL OF INORGANIC CHEMISTRY

IS - 31

ER -