Pd-catalyzed intermolecular Si–O formation via Si–C activation  

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作  者:Shuang Liu Yu-Shu Chen Yichen Wu Peng Wang 

机构地区:[1]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Shanghai 200032,China [2]School of Chemistry and Materials Science,Hangzhou Institute for Advanced Study,University of Chinese Academy of Sciences,Hangzhou 310024,China [3]College of Material Chemistry and Chemical Engineering,Key Laboratory of Organosilicon Chemistry,and Material Technology of Ministry of Education,Hangzhou Normal University,Hangzhou 311121,China

出  处:《Science China Chemistry》2024年第8期2661-2669,共9页中国科学(化学英文版)

基  金:supported by the National Key R&D Program of China (2023YFF0723900);the National Natural Science Foundation of China (22371293, 22171277, 22101291, 21821002);the Program of Shanghai Academic/Technology Research Leader(23XD1424500);the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB0610000);Shanghai Institute of Organic Chemistry (SIOC);State Key Laboratory of Organometallic Chemistry for financial support。

摘  要:The development of efficient Si–O bond formation reaction with 100% atom-economy, excellent functional group tolerance, and broad scope under mild conditions is highly desired due to the prevalence of silanol, silyl ether, and their derivatives in synthetic chemistry and materials science. Here, we have realized the Pd-catalyzed Si–O formation reaction via a Si–C activation approach with 100% atom-economy by employing silacyclobutanes(SCBs) and various hydroxy-containing substrates, including water,alcohols, phenols, and silanols. This protocol features a broad substrate scope, remarkable functional compatibility and mild conditions, providing a series of silanols, silyl ethers in high efficiency. Notably, this protocol could also be used for selective protection of hydroxy functionalities, and for the access of a class of novel polymers containing Si–O main chain. Preliminary mechanistic studies unveiled that this reaction underwent a Pd-catalyzed concerted ring-opening mechanism.

关 键 词:Si–O formation Si–C activation palladium silacyclobutane SILANOL silyl ether 

分 类 号:O621.251[理学—有机化学]

 

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