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In organic chemistry, organocatalysis is a form of catalysis in which the rate of a chemical reaction is increased by an organic catalyst. This "organocatalyst" consists of carbon , hydrogen , sulfur and other nonmetal elements found in organic compounds.
The discipline organocatalysis is divided into the application of covalent (e.g., proline, DMAP) and non-covalent (e.g., thiourea organocatalysis) organocatalysts referring to the preferred catalyst-substrate binding and interaction, respectively. The Nobel Prize in Chemistry 2021 was awarded jointly to Benjamin List and David W.C. MacMillan ...
The process chemistry team at Eli Lilly successfully developed a fully continuous process to this penultimate intermediate, including reaction, workup and kinetically controlled crystallization modules (the engineering considerations implicit in these efforts are beyond the scope of this article).
Hydrogen-bond catalysis is a type of organocatalysis that relies on use of hydrogen bonding interactions to accelerate and control organic reactions. In biological systems, hydrogen bonding plays a key role in many enzymatic reactions, both in orienting the substrate molecules and lowering barriers to reaction. [ 1 ]
Proline organocatalysis is the use of proline as an organocatalyst in organic chemistry. This theme is often considered the starting point for the area of organocatalysis, even though early discoveries went unappreciated. [1] Modifications, such as MacMillan’s catalyst and Jorgensen's catalysts, proceed with excellent stereocontrol. [2]: 5574 [3]
In the context of organocatalysis, both concepts of on-water reactions and in-the-presence-of-water reactions were criticized in 2007 as not so environmentally friendly by Donna Blackmond. According to Blackmond, separation of reaction product from the water phase usually requires organic solvent anyway, and in reported aqueous systems the ...
Asymmetric counteranion directed catalysis (ACDC) [1] or chiral anion catalysis [2] in enantioselective synthesis is the "induction of enantioselectivity in a reaction proceeding through a cationic intermediate by means of ion pairing with a chiral, enantiomerically pure anion provided by the catalyst". [1]
Schreiner's thiourea, N,N'-bis3,5-bis(trifluormethyl)phenyl thiourea, combines all structural features for double H-bonding mediated organocatalysis: electron-poor; rigid structure; non-coordinating, electron withdrawing substituents in 3,4, and/or 5 position of a phenyl ring; the 3,5-bis(trifluoromethyl)phenyl-group is the preferred substituent