Synthesis, characterization and evaluation of fluorocarbon-containing rhodium(I) complexes for biphasic hydroformylation reactions

被引:22
作者
Maqeda, Latisa [1 ]
Makhubela, Banothile C. E. [1 ]
Smith, Gregory S. [1 ]
机构
[1] Univ Cape Town, Dept Chem, ZA-7701 Cape Town, South Africa
基金
新加坡国家研究基金会;
关键词
Fluorocarbon; Rhodium(I) complexes; Biphasic catalysis; Hydroformylation; Schiff bases; HOMOGENEOUS CATALYSIS; FLUOROUS SOLVENTS; SEPARATION; REACTIVITY; CHEMISTRY; CRYSTAL; LIGANDS; ALKENES; SYSTEMS; WATER;
D O I
10.1016/j.poly.2015.02.037
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of fluorocarbon-containing salicylaldimine and iminophosphine Schiff base ligands and their Rh(I) complexes were synthesized. The synthesized ligands and complexes were characterized using different analytical and spectroscopic techniques including (H-1, C-13{H-1}, P-31{H-1} and F-19{H-1} NMR spectroscopy), FT-IR spectroscopy, mass spectrometry (ESI and El), and elemental analysis. In addition, single crystal X-ray diffraction was also used for characterization for complexes 1 and 2. Consequently, the Rh(I) synthesized complexes were evaluated as catalyst precursors in the hydroformylation of 1-octene. The hydroformylation results showed that the iminophosphine and salicylaldimine-based catalyst precursors are active and selective under mild conditions, converting 1-octene to mostly aldehydes. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:128 / 135
页数:8
相关论文
共 58 条
[1]   Hydroformylation in fluorous solvents [J].
Adams, DJ ;
Cole-Hamilton, DJ ;
Hope, EG ;
Pogorzelec, PJ ;
Stuart, AM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (08) :1413-1417
[2]   Synthesis and coordination chemistry of perfluoroalkyl-derivatised triarylphosphites [J].
Adams, DJ ;
Gudmunsen, D ;
Fawcett, J ;
Hope, EG ;
Stuart, AM .
TETRAHEDRON, 2002, 58 (20) :3827-3834
[3]   Halide substituted Schiff-bases: Different activities in methyltrioxorhenium(VII) catalyzed epoxidation via different substitution patterns [J].
Altmann, Philipp ;
Cokoja, Mirza ;
Kuehn, Fritz E. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 701 :51-55
[4]  
[Anonymous], 2006, SAINT VERS 7 60A
[5]   Rhodium(I) iminophosphine poly(propyleneimine) dendrimers: Synthesis, characterization and molecular structure of a mononuclear analogue [J].
Antonels, Nathan C. ;
Therrien, Bruno ;
Moss, John R. ;
Smith, Gregory S. .
INORGANIC CHEMISTRY COMMUNICATIONS, 2009, 12 (08) :716-719
[6]   Molecular graphics: From science to art [J].
Atwood, JL ;
Barbour, LJ .
CRYSTAL GROWTH & DESIGN, 2003, 3 (01) :3-8
[7]  
Barbour L.J., 2001, J SUPRAMOL CHEM, V1, P189, DOI [DOI 10.1016/S1472-7862(02)00030-8, 10.1016/S1472-7862(02)00030-8]
[8]  
Barthel-Rosa LP, 1999, COORDIN CHEM REV, V190, P587
[9]  
Behr A., 2012, APPL HOMOGENEOUCAT, P27
[10]   Reactivity of rhodium(I) iminophosphine carbonyl complexes with methyl iodide [J].
Best, Jonathan ;
Wilson, John M. ;
Adams, Harry ;
Gonsalvi, Luca ;
Peruzzini, Maurizio ;
Haynes, Anthony .
ORGANOMETALLICS, 2007, 26 (08) :1960-1965