Single Site Supported Cationic Rhodium(I) Complexes for the Selective Redox Isomerization of Allylic Alcohols

被引：23

作者：

Sahoo, Suman ^{[1
,2
]}

Lundberg, Helena ^{[1
,3
]}

Eden, Mattias ^{[4
]}

Ahlsten, Nanna ^{[1
,3
]}

Wan, Wei ^{[1
,2
]}

Zou, Xiaodong ^{[1
,2
]}

Martin-Matute, Belen ^{[1
,3
]}

机构：

[1] Stockholm Univ, Berzelii Ctr EXSELENT Porous Mat, SE-10691 Stockholm, Sweden

[2] Stockholm Univ, Inorgan & Struct Chem Unit, Dept Mat & Environm Chem, SE-10691 Stockholm, Sweden

[3] Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden

[4] Stockholm Univ, Phys Chem Unit, Dept Mat & Environm Chem, SE-10691 Stockholm, Sweden

来源：

CHEMCATCHEM | 2012年 / 4卷 / 02期

基金：

瑞典研究理事会;

关键词：

aluminosilicates; heterogeneous catalysis; hydrogen bonds; immobilization; mesoporous materials; noncovalent interactions; TRANSITION-METAL-COMPLEXES; SOLID-STATE NMR; CARBONYL-COMPOUNDS; CATALYZED ISOMERIZATION; ENANTIOSELECTIVE HYDROGENATION; HETEROGENEOUS CATALYSIS; HOMOGENEOUS CATALYSTS; MESOPOROUS SILICA; MOLECULAR-SIEVES; AQUEOUS-MEDIA;

D O I：

10.1002/cctc.201100321

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The isomerization of allylic alcohols to carbonyl compounds by a heterogeneous rhodium complex is reported. Different silica material supports and catalyst/ligand systems were evaluated. The most efficient catalyst in terms of catalytic activity and stability was found to be a cationic rhodium(I) complex with sulfonated phosphine ligands anchored on a mesoporous aluminosilica AlSBA-15. The heterogeneous complex catalyzed the isomerization of a variety of allylic alcohols in excellent yields with very low catalyst loadings (0.5 mol?%). The catalyst could be recycled without significant loss of activity or selectivity. The optimized catalyst was characterized by N2 sorption, powder X-ray diffraction, transmission electron microscopy, as well as solution and solid-state nuclear magnetic resonance, and Fourier Transform infrared spectroscopies.

引用

页码：243 / 250

页数：8

共 50 条

[31] CATIONIC RHODIUM(I) DIOLEFIN COMPLEXES
GARRALDA, MA
ORO, LA
TRANSITION METAL CHEMISTRY, 1980, 5 (02) : 65 - 73
[32] MONOCARBONYL CATIONIC RHODIUM(I) COMPLEXES
HERAS, JV
PINILLA, E
ORO, LA
TRANSITION METAL CHEMISTRY, 1981, 6 (01) : 45 - 47
[33] Efficient redox isomerization of allylic alcohols under mild conditions catalyzed by arene-ruthenium(II) complexes
Crochet, Pascale
Fernandez-Zumel, Mariano A.
Gimeno, Jose
Scheele, Marcus
ORGANOMETALLICS, 2006, 25 (20) : 4846 - 4849
[34] Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols
Ye, Ke-Yin
McCallum, Terry
Lin, Song
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (24) : 9548 - 9554
[35] CATIONIC RHODIUM COMPLEX-CATALYZED HIGHLY SELECTIVE HYDROSILYLATION OF PROPYNYLIC ALCOHOLS - A CONVENIENT SYNTHESIS OF (E)-GAMMA-SILYL ALLYLIC ALCOHOLS
TAKEUCHI, R
NITTA, S
WATANABE, D
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (15) : 1777 - 1778
[36] Cationic rhodium(I) and iridium(I) α-diimine complexes
Harding, Duncan A. J.
Hope, Eric G.
Singh, Kuldip
Solan, Gregory A.
POLYHEDRON, 2012, 33 (01) : 360 - 366
[37] Poly(2,2′-Bibenzimidazole)-Supported Ruthenium Complex: A Recyclable Heterogeneous Catalyst for the Redox Isomerization of Allylic Alcohols to Ketones
Chen, Xiaozhong
Han, Xingyou
Xu, Jing
Yu, Junjie
Chen, Chen
Yang, Jiazhi
Li, Feng
ACS APPLIED POLYMER MATERIALS, 2023, 5 (01) : 700 - 710
[38] SYNTHESIS OF NEW CATIONIC COMPLEXES OF RHODIUM(I)
COCEVAR, C
CAMUS, A
MESTRONI, G
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 35 (02) : 389 - &
[39] Cationic and neutral rhodium(I) oxazolinylcairbene complexes
César, V
Bellemin-Laponnaz, S
Gade, LH
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (17) : 3436 - 3444
[40] Isomerization of aldehydes catalyzed by rhodium(I) olefin complexes
Lenges, CP
Brookhart, M
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1999, 38 (23) : 3533 - 3537

← 1 2 3 4 5 →