837-18-3Relevant articles and documents
A Strategy to Control the Reactivation of Frustrated Lewis Pairs from Shelf-Stable Carbene Borane Complexes
Hoshimoto, Yoichi,Kinoshita, Takuya,Ohashi, Masato,Ogoshi, Sensuke
, p. 11666 - 11671 (2015)
N-Phosphine oxide substituted imidazolylidenes (PoxIms) have been synthesized and fully characterized. These species can undergo significant changes to the spatial environment surrounding their carbene center through rotation of the phosphine oxide moiety. Either classical Lewis adducts (CLAs) or frustrated Lewis pairs (FLPs) are thus formed with B(C6F5)3 depending on the orientation of the phosphine oxide group. A strategy to reactivate FLPs from CLAs by exploiting molecular motions that are responsive to external stimuli has therefore been developed. The reactivation conditions were successfully controlled by tuning the strain in the PoxIm-B(C6F5)3 complexes so that reactivation only occurred above ambient temperature. Frustration under control: Imidazolylidenes with a phosphine oxide substituent on one of the nitrogen atoms can undergo drastic changes to the spatial environment surrounding their carbene center through rotation of the phosphine oxide moiety. Depending on the orientation of this group, either classical Lewis adducts or frustrated Lewis pairs (FLPs) are formed upon addition of B(C6F5)3.
Synthetic method for catalyzing imine to be reduced into amine
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Paragraph 0076-0078, (2021/04/14)
The invention discloses a synthesis method for catalyzing imine to be reduced into amine, wherein the synthesis method is characterized by comprising the following steps: 1, sequentially putting a sulfonyl imine compound and a catalyst I into a reaction bottle according to a reaction molar ratio of 1:0.01 at normal temperature and normal pressure, adding formic acid and a triethylamine solution according to a volume ratio of 5:2, and reacting in a solvent for 1-15 minutes to obtain a reaction product; and 2, after the reaction in the step 1 is finished, sequentially and slowly adding water and ethyl acetate into an obtained reaction product, sufficiently stirring, standing for layering, extracting a separated water layer by using ethyl acetate, combining an extract of ethyl acetate with a separated organic layer, washing by using saturated edible salt water, and drying by using anhydrous sodium sulfate, evaporating to remove the ethyl acetate solvent to obtain a crude product, and separating and purifying by silica gel column chromatography to obtain the amine compound.
Amide Iridium Complexes As Catalysts for Transfer Hydrogenation Reduction of N-sulfonylimine
Wen, Huiling,Luo, Nianhua,Zhu, Qianheng,Luo, Renshi
, p. 3850 - 3859 (2021/03/09)
Sulfonamide moieties widely exist in natural products, biologically active substance, and pharmaceuticals. Here, an efficient water-soluble amide iridium complexes-catalyzed transfer hydrogenation reduction of N-sulfonylimine is developed, which can be carried out under environmentally friendly conditions, affording a series of sulfonamide compounds in excellent yields (96-98%). In comparison with organic solvents, water is shown to be critical for a high catalytic transfer hydrogenation reduction in which the catalyst loading can be as low as 0.001 mol %. These amide iridium complexes are easy to synthesize, one structure of which was determined by single-crystal X-ray diffraction. This protocol gives an operationally simple, practical, and environmentally friendly strategy for synthesis of sulfonamide compounds.
