Matches in SemOpenAlex for { <https://semopenalex.org/work/W4317360129> ?p ?o ?g. }
- W4317360129 abstract "Abstract A catalyst type is disclosed allowing for exceptional efficiency in direct 1,4‐additions. The catalyst is a zwitterionic entity, in which acetate binds to Cu II , which is formally negatively charged and serving as counterion for benzimidazolium. All 3 functionalities are involved in the catalytic activation. For maleimides productivity was increased by a factor >300 compared to literature (TONs up to 6700). High stereoselectivity and productivity was attained for a broad range of other Michael acceptors as well. The polyfunctional catalyst is accessible in only 4 steps from N ‐Ph‐benzimidazole with an overall yield of 96 % and robust during catalysis. This allowed to reuse the same catalyst multiple times with nearly constant efficiency. Mechanistic studies, in particular by DFT, give a detailed picture how the catalyst operates. The benzimidazolium unit stabilizes the coordinated enolate nucleophile and prevents that acetate/acetic acid dissociate from the catalyst." @default.
- W4317360129 created "2023-01-19" @default.
- W4317360129 creator A5020335865 @default.
- W4317360129 creator A5031451525 @default.
- W4317360129 creator A5046895433 @default.
- W4317360129 creator A5051480949 @default.
- W4317360129 creator A5056979833 @default.
- W4317360129 creator A5068922206 @default.
- W4317360129 creator A5069536476 @default.
- W4317360129 creator A5071035357 @default.
- W4317360129 creator A5081527419 @default.
- W4317360129 creator A5090471164 @default.
- W4317360129 creator A5090559872 @default.
- W4317360129 date "2023-02-14" @default.
- W4317360129 modified "2023-10-14" @default.
- W4317360129 title "A Practical and Robust Zwitterionic Cooperative Lewis Acid/Acetate/Benzimidazolium Catalyst for Direct 1,4‐Additions" @default.
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