1352007-90-9

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 1352007-88-5 (1R,2R)-1,2-diphenyl-N₁-(o-tolyl)ethane-1,2-diamine 
• 149-73-5 trimethyl orthoformate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1352007-87-4 3-((4R,5R)-4,5-diphenyl-1-(o-tolyl)-4,5-dihydro-1H-imidazol-3-ium-3-yl)propane-1-sulfonate 
• 1352007-80-7 ((1S,2R)-1-((4R,5R)-4,5-diphenyl-1-(o-tolyl)-4,5-dihydro-1H-imidazol-3-ium-3-yl)-1-phenylpropan-2-yl)(methyl)sulfamate 

Relevant academic research and scientific papers

First examples of carbene-catalyzed allylation of benzaldehyde with allyltrichlorosilane

Abstract We report here first examples of carbene-catalyzed allylation of benzaldehyde. N-Heterocyclic carbenes applied here, 9a and 10a, were derived from imidazolinium zwitterions, and contained sulfonate and sulfamate substituents, respectively. Different reaction conditions such as temperature, organic solvents, additive and bases were used to optimize the reaction. Sulfonate substituted NHC 9a is found more efficient organocatalyst for the allyltion of benzaldehyde (greater than 99 % yield at lower temperature) than sulfamate-based NHC 10a (a yield of no more than 15 %). These results are justified on the basis of philicity descriptors of the NHCs and their corresponding allyldichlorosilane complexes. Graphical abstract: [Figure not available: see fulltext.]

Imidazolinium sulfonate and sulfamate zwitterions as chiral solvating agents for enantiomeric excess calculations

The synthesis of enantiopure unsymmetrical N-heterocyclic based zwitterions incorporating imidazolinium and alkylsulfonate or sulfamate groups is described. The desired compounds were prepared in good yields from 1,3-propanesultone or cyclic sulfamidates