7604-85-5Relevant articles and documents
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.
Activation of silanes by Grubbs' carbene complex Cl2(PCy3)2Ru=CHPh: Dehydrogenative condensation of alcohols and hydrosilylation of carbonyls
Maifeld, Sarah V,Miller, Reagan L,Lee, Daesung
, p. 6363 - 6366 (2007/10/03)
This manuscript describes two catalytic methods for silyl ether synthesis using Grubbs' catalyst Cl2(PCy3)2Ru=CHPh. Silyl ethers are obtained from the reaction of a variety of silanes with alcohols by dehydrogenative conde