Dual functionalities of hydrogen-bonding self-assembled catalysts in chelation-assisted hydroacylation

被引:21
作者
Park, Jung-Woo [1 ]
Park, Ji-Hye [1 ]
Jun, Chul-Ho [1 ]
机构
[1] Yonsei Univ, Dept Chem, CBMH, Seoul 120749, South Korea
关键词
D O I
10.1021/jo800862q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A recyclable catalyst for chelation-assisted hydroacylation of an olefin with primary alcohol was developed using hydrogen-bonding self-assembled catalysts consisting of 2,6-diaminopyridine and barbiturate phosphine-rhodium(I) complex. Upon heating, these two catalysts act as homogeneous catalysts due to cleavage of the hydrogen bond, and these associate to form supramolecular assemblies via hydrogen bonding that can be separated from immiscible product phase upon cooling after the reaction.
引用
收藏
页码:5598 / 5601
页数:4
相关论文
共 50 条
[31]   How Resonance Modulates Multiple Hydrogen Bonding in Self-Assembled Systems [J].
Lin, Xuhui ;
Wu, Wei ;
Mo, Yirong .
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (22) :14805-14815
[32]   Hydrogen bonding in self-assembled monolayers of alkanoic acids on gold. [J].
Dyer, DJ ;
Conner, C ;
Cao, YP .
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 :U649-U649
[33]   Self-Assembled Squares and Triangles by Simultaneous Hydrogen Bonding and Metal Coordination [J].
Marshall, Laura J. ;
de Mendoza, Javier .
ORGANIC LETTERS, 2013, 15 (07) :1548-1551
[34]   Thermal stability of self-assembled monolayers:: Influence of lateral hydrogen bonding [J].
Valiokas, R ;
Östblom, M ;
Svedhem, S ;
Svensson, SCT ;
Liedberg, B .
JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (40) :10401-10409
[35]   The influence of hydrogen bonding on generation and stabilization of self-assembled layer structure [J].
Owusu-Marfo, Emmanuel Kwadjo ;
Yoshio, Masafumi ;
Kato, Takashi .
ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 :C477-C478
[36]   Hydrogen-bonding stabilized self-assembled monolayer film of a functionalized diacid, protoporphyrin IX zinc(II), onto a gold surface [J].
Zhang, ZJ ;
Imae, T .
NANO LETTERS, 2001, 1 (05) :241-243
[37]   Incorporation of Hydrogen-Bonding Functionalities into the Second Coordination Sphere of Iron-Based Water-Oxidation Catalysts [J].
Hoffert, Wesley A. ;
Mock, Michael T. ;
Appel, Aaron M. ;
Yang, Jenny Y. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, 2013 (22-23) :3846-3857
[38]   Collisions of Polar and Nonpolar Gases with Hydrogen Bonding and Hydrocarbon Self-Assembled Monolayers [J].
Bennett, Megan E. ;
Alexander, William A. ;
Lu, Jessica W. ;
Troya, Diego ;
Morris, John R. .
JOURNAL OF PHYSICAL CHEMISTRY C, 2008, 112 (44) :17272-17280
[39]   Effect of hydrogen bonding on the stability of thiol self-assembled monolayers (SAMs) on gold [J].
Zhang, HL ;
Xia, H ;
Li, HL ;
Liu, ZF .
CHEMISTRY LETTERS, 1997, (08) :721-722
[40]   Hydrogen bonding and molecular conformation in self-assembled discotic liquid crystals. [J].
Xue, CC ;
Ilhan, F ;
Jin, S ;
Cheng, SZD ;
Meador, MA ;
Eby, RK .
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 :U361-U361