Xi:Irritant;
124-19-6Relevant academic research and scientific papers
Hydroformylation of internal olefins to linear aldehydes with novel rhodium catalysts
Van Der Veen, Lars A.,Kamer, Paul C.J.,Van Leeuwen, Piet W. N. M.
, p. 336 - 338 (1999)
Unprecedented high activities and selectivities were observed in the hydroformylation of internal octenes to linear products using rhodium catalysts with rigid diphosphane ligands. Dibenzophosphole 1 and a phenoxaphosphane analogue with bite angles of 120 and 119°, respectively, are suited for this.
Diastereoisomeric bisphosphite ligands in the hydroformylation of octenes: Rhodium catalysis and HP-NMR investigations
Selent, Detlef,Baumann, Wolfgang,Wiese, Klaus-Diether,Boerner, Armin
, p. 6203 - 6205 (2008)
Diastereoisomeric hydroformylation catalysts show differences for the catalyst preformation pathway and a strongly reduced n-octene hydroformylation activity for the (S,S,R)-isomer. The Royal Society of Chemistry.
Efficient hydroformylation in dense carbon dioxide using phosphorus ligands without perfluoroalkyl substituents
Koeken, Ard C. J.,Benes, Nieck E.,Van Den Broeke, Leo J. P.,Keurentjes, Jos T. F.
, p. 1442 - 1450 (2009)
Rhodium catalysts modified with triphenylphosphine, triphenyl phosphite, and tris(2,4-ditrrt-butylphenyl) phosphite have been evaluated for their performance in the hydroformylation of 1octene using carbon dioxide as the solvent. It is demonstrated that these catalysts are very efficient for the hydroformylation in carbon dioxide, although they are not designed for use in this medium. In particular, the catalyst prepared in situ from dicarbonyl(2,4-pentanedione)rhodium(I) and tris(2,4-di-tert-butyl-phenyl) phosphite gave rise to an initial turnover frequency in excess of 3x 10 4 molaldehyde molRh h-1. Such a reaction rate is unprecedented for hydroformylation in supercritical carbon dioxide-rich reaction mixtures.
Octene hydroformylation by using rhodium complexes tethered onto selectively functionalized mesoporous silica and in situ high pressure IR study
Song, Ki-Chang,Baek, Ji Yeon,Bae, Jung A,Yim, Jin-Heong,Ko, Young Soo,Kim, Do Heui,Park, Young-Kwon,Jeon, Jong-Ki
, p. 561 - 565 (2011)
SBA-15-based heterogeneous catalysts were applied to 1-octene hydroformylation. The turn over frequency over SBA-15/γ- aminopropylmethyldimethoxysilane (AEAPMDMS)/Rh catalyst with triphenylphosphine (TPP) ligand prepared by conventional post grafting method was higher than that of the homogeneous catalyst, (Rh(CH3COO)2)2 with TPP. The SBA-15/AEAPMDMS/Rh catalyst can be easily recycled without rhodium loss. The molar ratio of linear to branched nonyl aldehydes was remarkably enhanced over the heterogeneous catalysts. The selectively functionalized rhodium catalyst (SBA-15/Ph2Si(OEt)2/AEAPMDMS/Rh), in which rhodium was selectively tethered intra-pore of SBA-15, was beneficial for improving the selectivity to linear aldehyde. In situ high pressure FT-IR analysis suggested HRh(CO)2(PPh3)2 and HRh(CO)(PPh3)3 to be active species over the SBA-15/AEAPMDMS/Rh catalyst with TPP.
Magnetically separable chicken feathers: A biopolymer based heterogeneous catalyst for the oxidation of organic substrates
Patnam, Padma L.,Bhatt, Mukesh,Singh, Raghuvir,Saran, Sandeep,Jain, Suman L.
, p. 60888 - 60895 (2016)
Magnetically separable poultry chicken feathers were found to be an efficient, green and heterogeneous catalyst for the oxidation of alcohols and sulfides to the corresponding carbonyl compounds and sulfoxides, respectively using t-butyl hydroperoxide (TBHP) as oxidant with complete selectivity and high conversions. The developed catalyst exhibited higher stability, activity and better recycling ability than the bare magnetic nanoparticles. The designed catalyst could readily be recovered using an external magnet without showing any significant leaching during the reaction.
A facile method for promoting activities of ordered mesoporous silica-anchored Rh-P complex catalysts in 1-octene hydroformylation
Zhou, Wei,He, Dehua
, p. 1146 - 1154 (2009)
This work deals with the promotion of immobilized Rh catalyst activities in olefin hydroformylation by lengthening the alkyl spacers and choosing an active Rh precursor. The flexibility of long chain alkyls was used to free the motion of the anchored Rh c
Rhodium-catalyzed biphasic hydroformylation of 4-octene using water-soluble calix[4]arene-phosphine ligands
Shirakawa,Shimizu,Sasaki
, p. 777 - 779 (2001)
The hydroformylation of water-insoluble internal olefins has been realized in biphasic systems via the use of rhodium complexes of water-soluble calix[4]arene-phosphines. This catalytic system resulted in a good level of activity and reusability.
Hydroformylation activity of multinuclear rhodium complexes coordinated to dendritic iminopyridyl and iminophosphine scaffolds
Antonels, Nathan C.,Moss, John R.,Smith, Gregory S.
, p. 2003 - 2007 (2011)
The synthesis of poly(propyleneimine)-iminopyridyl and iminophosphine rhodium(I) metallodendrimers, with rhodium coordinated to monodentate (N-donor) and chelating, heterobidentate (P,N) moieties respectively located on the periphery, has been accomplished in order to evaluate their potential as hydroformylation catalysts. Related mononuclear complexes were obtained in a similar manner to model the multinuclear complexes. The multinuclear rhodium(I) complexes were found to be effective catalyst precursors in the hydroformylation of 1-octene, achieving higher conversions, faster reaction rates and slightly enhanced catalytic activity when compared with analogous mononuclear rhodium complexes. Hydroformylation reactions using the tetra- and octanuclear rhodium complexes generally show a chemoselective formation of aldehydes, together with a small amount of isomerisation products.
Room-temperature production of bio-based aldehydes from vegetable oil-derived epoxide: via H2WO4?Al-MCM-41 as recyclable catalyst
Peng, Libo,Xie, Qinglong,Nie, Yong,Liu, Xuejun,Lu, Meizhen,Ji, Jianbing
, p. 23061 - 23070 (2019)
The oxidative cleavage of vegetable oils and their derivatives to produce bio-based aldehydes is a potentially useful process, although the aldehyde products are readily oxidized to carboxylic acids and thus seldom obtained in high yields. The present study developed a room-temperature method for the synthesis of bio-aldehydes via the oxidative cleavage of vegetable oil-derived epoxides, using H2WO4 as the catalyst, H2O2 as the oxidant, and t-BuOH as the solvent. Reactions were carried out at temperatures ranging from 25 to 35 °C for 3.5-10.5 h, and provided >99% conversion and >90% aldehyde yield. In particular, an approximately 97% yield was obtained at 25 °C after 10.5 h. As the reaction proceeded, the H2WO4 dissolved to form a W-containing anion. Several mesoporous Al-MCM-41 materials having different Si/Al ratios were hydrothermally synthesized and used as adsorbents to recover the catalyst by adsorbing these anions. The adsorption capacity of the Al-MCM-41 was found to increase with decreases in the Si/Al ratio. The Al-MCM-41 had little effect on the oxidative cleavage reaction at 25 °C, and thus could be directly added to the reaction system. The excellent anion adsorption performance of the Al-MCM-41 greatly improved the reusability of the H2WO4 catalyst. When using the Al-MCM-41 with the best adsorption performance, there was no significant decrease in the activity of the catalyst following five reuses.
TEMPO oxidations with a silica-supported catalyst
Bolm, Carsten,Thomas, Fey
, p. 1795 - 1796 (1999)
Silica-supported 1-hydroxy-2,2,6,6-tetramethylpiperidine (SG-TMP-OH) was successfully applied as a recyclable catalyst in the oxidation of various alcohols.
