176697-59-9Relevant academic research and scientific papers
Application of Deep Eutectic Solvents in Promiscuous Lipase-Catalysed Aldol Reactions
González-Martínez, Daniel,Gotor, Vicente,Gotor-Fernández, Vicente
, p. 1513 - 1519 (2016)
The application of deep eutectic solvents has been demonstrated for the first time in promiscuous lipase-catalysed aldol reactions. The model reaction between 4-nitrobenzaldehyde and acetone was examined in depth, with excellent compatibility being found between porcine pancreas lipase and choline chloride/glycerol mixtures for the formation of the aldol product in high yields. The system was compatible with a series of aromatic aldehydes and ketones including acetone, cyclopentanone and cyclohexanone. In some cases, the corresponding α,β-unsaturated carbonyl compounds were found as minor products. Control experiments demonstrate that the enzymatic preparation was also responsible for a collateral dehydration reaction once the aldol product is formed. Deep eutectic solvents are used for the first time in promiscuous lipase-catalysed aldol reactions. The reaction between substituted benzaldehydes and aliphatic ketones has excellent compatibility with porcine pancreas lipase (PPL) and choline chloride/glycerol mixtures and gives the aldol product in high yields. PPL was also responsible for a collateral dehydration reaction.
Carbon quantum dots with photoenhanced hydrogen-bond catalytic activity in aldol condensations
Han, Yuzhi,Huang, Hui,Zhang, Hengchao,Liu, Yang,Han, Xiao,Liu, Ruihua,Li, Haitao,Kang, Zhenhui
, p. 781 - 787 (2014/04/03)
Carbon quantum dots (CQDs) were synthesized by an electrochemical etching method. The CQDs are well-dispersed with uniform size about 5 nm. FT-IR spectra suggest the presence of many hydroxyl groups on the surface of CQDs. Here, CQDs with diameter approximately 5 nm, directly used as effective heterogeneous nanocatalysts for H-bond catalysis in aldol condensations, show excellent photoenhanced catalytic ability (89% yields when 4-cyanobenzaldehyde is used). It demonstrated that aldol condensation between acetone and aromatic aldehydes resulted in higher yields with visible light irradiation than in the dark, confirming visible light is necessary for good conversion. The H-bond catalytic activities of CQDs can be significantly enhanced with visible light irradiation. The high catalytic activities of CQDs are due to highly efficient electron-accepting capabilities. Repeated catalytic experiments suggest that the CQD catalyst can be easily recycled as a heterogeneous catalyst with a long catalyst life.
An environmentally friendly Mukaiyama aldol reaction catalyzed by a strong Bronsted acid in solvent-free conditions
Barbero, Margherita,Bazzi, Stefano,Cadamuro, Silvano,Dughera, Stefano,Magistris, Claudio,Smarra, Alessandra,Venturello, Paolo
experimental part, p. 2192 - 2197 (2011/04/26)
o-Benzenedisulfonimide, a new strong bench-stable Bronsted acid, has been shown to efficiently catalyze the Mukaiyama aldol reaction of aldehydes or dimethyl acetals with silyl enol ethers under mild solvent-free reaction conditions.
Conjugate addition of allyl stannanes with concomitant triflation
Beaulieu, Ellen D.,Voss, Leah,Trauner, Dirk
supporting information; experimental part, p. 869 - 872 (2009/04/07)
A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.
