Palladium-Catalyzed Dehydrogenation Cross-Coupling Reactions of Hydrosilanes: Facile Synthesis of Silanols and Silyl Ethers

被引：0

作者：

Zhang, Lianji ^{[1
]}

Wu, Yujuan ^{[1
]}

Wang, Cuiping ^{[1
]}

Zhao, Yuhui ^{[1
]}

Wei, Wanguo ^{[1
,2
]}

Zhang, Zhiqiang ^{[1
]}

机构：

[1] Univ Sci & Technol Liaoning, Sch Chem Engn, 185 Qianshanzhong Rd, Anshan 114051, Peoples R China

[2] Shanghai RoleChem Co Ltd, 299 Bisheng Rd, Shanghai 201204, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 14卷 / 01期

基金：

中国国家自然科学基金;

关键词：

Silanols; Silyl ethers; Dehydrogenation; Palladium catalyst; Cross-coupling reactions; TRANSFER HYDROGENATION; SELECTIVE OXIDATION; CARBONYL-COMPOUNDS; DIRECTING GROUP; REDUCTION; SILANEDIOLS; HYDROSILYLATION; ALKENYLATION; ALDEHYDES; KETONES;

D O I：

10.1002/ajoc.202400471

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A palladium-catalyzed dehydrogenative cross-coupling reactions between silanes and oxygen-containing functional groups (water, alcohols, phenols) to generate the corresponding silanols, monosilane ethers, and disilane ethers directly in moderate to high yields. This strategy does not rely on any additional oxidizing agents or proton reductants. The possible mechanisms for this transformation are also proposed.

引用

页数：5

共 53 条

[1] O-ATOM INSERTION INTO SI-H BONDS BY DIOXIRANES - A STEREOSPECIFIC AND DIRECT CONVERSION OF SILANES INTO SILANOLS [J].

ADAM, W ;

MELLO, R ;

CURCI, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (08) :890-891

[2] Palladium-catalyzed cross-dehydrogenative coupling of (hetero)arenes [J].

Albano, Gianluigi .

ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (05) :1495-1622

[3] Aerobic Co or Cu/NHPI-catalyzed oxidation of hydride siloxanes: synthesis of siloxanols [J].

Arzumanyan, Ashot V. ;

Goncharova, Irina K. ;

Novikov, Roman A. ;

Milenin, Sergey A. ;

Boldyrev, Konstantin L. ;

Solyev, Pavel N. ;

Tkachev, Yaroslav V. ;

Volodin, Alexander D. ;

Smol'yakov, Alexander F. ;

Korlyukov, Alexander A. ;

Muzafarov, Aziz M. .

GREEN CHEMISTRY, 2018, 20 (07) :1467-1471

[4] Selective Enzymatic Oxidation of Silanes to Silanols [J].

Baehr, Susanne ;

Brinkmann-Chen, Sabine ;

Garcia-Borras, Marc ;

Roberts, John M. ;

Katsoulis, Dimitris E. ;

Houk, K. N. ;

Arnold, Frances H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (36) :15507-15511

[5]

Caroline J. S., 2010, CHEM-ASIAN J, V5, P436

[6] OXYFUNCTIONALIZATION REACTIONS BY PERFLUORO CIS-2,3-DIALKYTOXAZIRIDINES - ENANTIOSELECTIVE CONVERSION OF SILANES INTO SILANOLS [J].

CAVICCHIOLI, M ;

MONTANARI, V ;

RESNATI, G .

TETRAHEDRON LETTERS, 1994, 35 (34) :6329-6330

[7] PROCEDURES FOR THE PREPARATION OF SILANOLS [J].

CELLA, JA ;

CARPENTER, JC .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 480 (1-2) :23-26

[8] Facile syntheses, structural characterizations, and isomerization of disiloxane-1,3-diols [J].

Cho, HM ;

Jeon, SH ;

Lee, HK ;

Kim, JH ;

Park, S ;

Choi, MG ;

Lee, ME .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (02) :471-477

[9] Reaction Progress Kinetics Analysis of 1,3-Disiloxanediols as Hydrogen-Bonding Catalysts [J].

Diemoz, Kayla M. ;

Hein, Jason E. ;

Wilson, Sean O. ;

Fettinger, James C. ;

Franz, Annaliese K. .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (13) :6738-6747

[10] Construction of Covalent Organic Framework for Catalysis: Pd/COF-LZU1 in Suzuki-Miyaura Coupling Reaction [J].

Ding, San-Yuan ;

Gao, Jia ;

Wang, Qiong ;

Zhang, Yuan ;

Song, Wei-Guo ;

Su, Cheng-Yong ;

Wang, Wei .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (49) :19816-19822

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