Final published version
Licence: CC BY: Creative Commons Attribution 4.0 International License
Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
}
TY - JOUR
T1 - Single enantiomer propeller-shaped polynuclear complexes as catalysts-proof-of-concept for enantioinduction in a Michael addition reaction
AU - Maddocks, Joe
AU - Mahesh, Mohan
AU - Sampani, Stavroula I.
AU - Dixon, Alexander C.
AU - Nielsen, Christian D.-T.
AU - Kumar, Prashant
AU - Akien, Geoffrey R.
AU - Spencer, John
AU - Abdul-Sada, Alaa
AU - Turner, John F. C.
AU - Spivey, Alan C.
AU - Kostakis, George E.
PY - 2025/3/31
Y1 - 2025/3/31
N2 - We report a family of propeller-shaped polynuclear metal complexes whose overall chirality is dictated by a single stereogenic centre within their component amino alcohol-ligand. These topologically intriguing complexes are readily prepared in enantiomerically pure form and are shown here to catalyse the conjugate addition of barbituric acids and their derivatives to nitroalkenes, with a catalyst loading of 1 mol%. Although only low levels of enantioinduction are observed, control experiments indicate that the enantioselectivity is dictated by the overall topology of the complex and not governed by binding to the tetrametallic entity, heralding a potentially new mode of catalysis.
AB - We report a family of propeller-shaped polynuclear metal complexes whose overall chirality is dictated by a single stereogenic centre within their component amino alcohol-ligand. These topologically intriguing complexes are readily prepared in enantiomerically pure form and are shown here to catalyse the conjugate addition of barbituric acids and their derivatives to nitroalkenes, with a catalyst loading of 1 mol%. Although only low levels of enantioinduction are observed, control experiments indicate that the enantioselectivity is dictated by the overall topology of the complex and not governed by binding to the tetrametallic entity, heralding a potentially new mode of catalysis.
KW - enantioselective induction
KW - Michael addition reaction
KW - propeller-shaped complexes
U2 - 10.1098/rsos.241537
DO - 10.1098/rsos.241537
M3 - Journal article
VL - 12
JO - Royal Society Open Science
JF - Royal Society Open Science
SN - 2054-5703
IS - 3
M1 - 241537
ER -