Ruthenium-Catalyzed Hydrosilylation of Aldehydes with Hydrooligosilanes

被引:0
|
作者
Kanno, Ken-ichiro [1 ]
Sunaga, Yasuhiro [1 ]
Kyushin, Soichiro [1 ]
机构
[1] Gunma Univ, Grad Sch Sci & Technol, Div Mol Sci, Kiryu, Gunma 3768515, Japan
来源
关键词
aldehyde; hydrooligosilane; hydrosilylation; ruthenium catalyst; OPTICAL-PROPERTIES; CARBONYL-COMPOUNDS; SILICON-COMPOUNDS; COPOLYMERIZATION; DONOR; ALPHA; OMEGA-DIKETONES; SUBSTITUENTS; REACTIVITY; REDUCTION; KETONES;
D O I
10.1002/zaac.202400122
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Ruthenium-catalyzed hydrosilylation of aldehydes with hydrooligosilanes is reported. Among the examined ruthenium catalysts, RuH2(CO)(PPh3)3 gave the best results. The reactions proceed with the Si-Si bonds preserved to afford the corresponding alkoxyoligosilanes in good yields. A series of aryl aldehydes with an electron-withdrawing group is applicable, whereas those with an electron-donating group are not suitable for the reaction. Mechanistic considerations suggest that the key points for the preservation of the Si-Si bonds are the formation of zero-valent ruthenium species and the efficient coordination of the aldehyde to the ruthenium center prior to the oxidative addition of the Si-H bond. image
引用
收藏
页数:8
相关论文
共 50 条
  • [21] Unexpected selectivity in ruthenium-catalyzed hydrosilylation of primary amides: synthesis of secondary amines
    Li, Bin
    Sortais, Jean-Baptiste
    Darcel, Christophe
    CHEMICAL COMMUNICATIONS, 2013, 49 (35) : 3691 - 3693
  • [22] Ruthenium-catalyzed selective hydrosilylation reaction of allyl-functionalized PEG derivatives
    Inomata, Koya
    Naganawa, Yuki
    Guo, Haiqing
    Sato, Kazuhiko
    Nakajima, Yumiko
    TETRAHEDRON LETTERS, 2019, 60 (41)
  • [23] Ruthenium-catalyzed hydrosilylation of terminal alkynes:: stereodivergent synthesis of (E)- and (Z)-alkenylsilanes
    Katayama, H
    Taniguchi, K
    Kobayashi, M
    Sagawa, T
    Minami, T
    Ozawa, F
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 645 (1-2) : 192 - 200
  • [24] Ruthenium-Catalyzed Regioselective 1,2-Hydrosilylation of N-Heteroarenes
    Ma, Xinyuan
    Mane, Manoj V.
    Cavallo, Luigi
    Nolan, Steven P.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (10)
  • [25] A ruthenium-catalyzed one-pot method for α-alkylation of ketones with aldehydes
    Cho, Chan Sik
    Shim, Sang Chul
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (20) : 4329 - 4332
  • [26] Terpyridine Ruthenium-Catalyzed One-Pot Conversion of Aldehydes into Amides
    Gnanamgari, Dinakar
    Crabtree, Robert H.
    ORGANOMETALLICS, 2009, 28 (03) : 922 - 924
  • [27] Terpyridine ruthenium-catalyzed one-pot conversion of aldehydes into amides
    Department of Chemistry, Yale University, 225 Prospect Street, P.O. Box 208107, New Haven, CT 06520-8107, United States
    Organometallics, 1600, 3 (922-924):
  • [28] The ruthenium-catalyzed addition of β C-H bonds in aldehydes to olefins
    Kakiuchi, F
    Sato, T
    Igi, K
    Chatani, N
    Murai, S
    CHEMISTRY LETTERS, 2001, (05) : 386 - 387
  • [29] An Olefination via Ruthenium-Catalyzed Decarbonylative Addition of Aldehydes to Terminal Alkynes
    Guo, Xiangyu
    Wang, Jun
    Li, Chao-Jun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (42) : 15092 - +
  • [30] Ruthenium-catalyzed hydrosilylation of 1-alkynes with novel regio- and stereoselectivity.
    Yamamoto, K
    Kawanami, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U571 - U571