53172-91-1Relevant articles and documents
Optimized catalytic enantioselective aryl transfer process gives access to mGlu2 receptor potentiators
Magnus, Nicholas A.,Anzeveno, Peter B.,Coffey, D. Scott,Hay, David A.,Laurila, Michael E.,Schkeryantz, Jeffrey M.,Shaw, Bruce W.,Staszak, Michael A.
, p. 560 - 567 (2007)
An asymmetric enantioselective aryl transfer reaction was developed to give access to the diarylmethanol 7 and ultimately acetate 2 which is useful for the preparation of mGlu2 receptor potentiators (Scheme 3). The aryl transfer chemistry involved the pre
Use of Silylated Formiates as Hydrosilane Equivalents
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Paragraph 0514, (2021/09/26)
The present invention relates to a method for preparing organic compounds of formula (I) by reaction between a silylated formiate of formula (II) and an organic compound in the presence of a catalyst and optionally of an additive. The invention also relates to use of the method for preparing organic compounds of formula (I) for the preparation of reagents for fine chemistry and for heavy chemistry, as well as in the production of vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, and pesticides.
Synergistic Catalysis by Br?nsted Acid/Carbodicarbene Mimicking Frustrated Lewis Pair-Like Reactivity
Bai, Yuna,Chan, Yi-Chen,Chen, Hsing-Yin,Chen, Hsuan-Ying,Chen, Wen-Ching,Li, Chen-Yu,Ong, Tiow-Gan,Tseng, Mei-Chun,Wu, Ying-Yann,Yap, Glenn P. A.,Zhao, Lili
supporting information, p. 19949 - 19956 (2021/08/03)
Carbodicarbene (CDC), unique carbenic entities bearing two lone pairs of electrons are well-known for their strong Lewis basicity. We demonstrate herein, upon introducing a weak Br?nsted acid benzyl alcohol (BnOH) as a co-modulator, CDC is remolded into a Frustrated Lewis Pair (FLP)-like reactivity. DFT calculation and experimental evidence show BnOH loosely interacting with the binding pocket of CDC via H-bonding and π-π stacking. Four distinct reactions in nature were deployed to demonstrate the viability of proof-of-concept as synergistic FLP/Modulator (CDC/BnOH), demonstrating enhanced catalytic reactivity in cyclotrimerization of isocyanate, polymerization process for L-lactide (LA), methyl methacrylate (MMA) and dehydrosilylation of alcohols. Importantly, the catalytic reactivity of carbodicarbene is uniquely distinct from conventional NHC which relies on only single chemical feature of nucleophilicity. This finding also provides a new spin in diversifying FLP reactivity with co-modulator or co-catalyst.
Catalytic reduction of aryl trialkylammonium salts to aryl silanes and arenes
Rand, Alexander W.,Montgomery, John
, p. 5338 - 5344 (2019/05/29)
A new approach for the reduction of aryl ammonium salts to arenes or aryl silanes using nickel catalysis is reported. This method displays excellent ligand-controlled selectivity based on the N-heterocyclic carbene (NHC) ligand employed. Utilizing a large NHC in non-polar solvents generates aryl silanes, while small NHCs in polar solvents promote reduction to arenes. Several classes of aryl silanes can be accessed from simple aniline building blocks, including those useful for cross-couplings, oxidations, and halogenations. The reaction conditions are mild, functional group tolerant, and provide efficient access to a variety of benzene derivatives.
