22858-74-8Relevant articles and documents
Highly regioselective osmium-catalyzed hydroformylation
Wu, Lipeng,Liu, Qiang,Spannenberg, Anke,Jackstell, Ralf,Beller, Matthias
supporting information, p. 3080 - 3082 (2015/06/11)
The first highly regioselective and general osmium-catalyzed hydroformylation of olefins to aldehydes is reported. The combination of Os3(CO)12 and imidazoyl-substituted phosphine ligands allows n-selective (up to 99%) hydroformylation of bulk aliphatic as well as functional alkenes in good yields (64-87%). This journal is
METHOD FOR HYDROFORMYLATION OF UNSATURATED COMPOUNDS
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Paragraph 0088, (2014/02/16)
The invention relates to a method for hydroformylation of unsaturated compounds such as olefins and alkynes using mixtures of synthesis gas (CO/H2), in which either the unsaturated compounds and a catalyst are heated to a reaction temperature of 60 to 200° C. and the synthesis gas is then added, or the unsaturated compounds and the catalyst are brought into contact with pure CO at normal temperature in a preformation step, then are heated to reaction temperature and on reaching the reaction temperature the CO is replaced by the synthesis gas. The pressure is 1 to 200 bar and the CO:H2 ratio in the synthesis gas is in the range from 1:1 to 50:1. The iridium catalyst used comprises a phosphorus-containing ligand in the iridium:ligand ratio in the range from 1:1 to 1:100. With high catalyst activities and low catalyst use, very high turnover frequencies are achieved.
A general and efficient iridium-catalyzed hydroformylation of olefins
Piras, Irene,Jennerjahn, Reiko,Jackstell, Ralf,Spannenberg, Anke,Franke, Robert,Beller, Matthias
experimental part, p. 280 - 284 (2011/02/28)
Breaking with conventional wisdom: Hydroformylation catalysts are generally based on rhodium; earlier, cobalt was used. Iridium, which is less expensive than rhodium, was considered too unreactive. However, iridium/phosphine complexes have now been shown to form active catalysts for the hydroformylation of olefins under mild conditions (see scheme; R1, R2=H, alkyl, aryl; R3=H, alkyl). Competing hydrogenation side reactions can be suppressed. Copyright
Hydroformylation of olefins catalyzed by rhodium complexes with phosphinitecalix[4]arenes
Karakhanov,Kardasheva,Runova,Terenina,Shadrova
, p. 340 - 344 (2008/09/17)
Hydroformylation of alkenes with various carbon chain lengths and arylalkenes in the presence of the catalytic system consisting of Rh(acac)(CO)2 and phosphinitecalix[4]arenes was studied. The influence of the P/Rh and substrate/catalyst ratios, temperature, and pressure on the process and the product composition was examined.
Bidentate ligands by self-assembly through hydrogen bonding: A general room temperature/ambient pressure regioselective hydroformylation of terminal alkenes
Seiche, Wolfgang,Schuschkowski, Alexander,Breit, Bernhard
, p. 1488 - 1494 (2007/10/03)
The 6-DPPon (1)/rhodium catalyst allows for the first time a room temperature/ambient pressure regioselective hydroformylation of terminal alkenes with low catalyst loadings in good activity. The generality of this catalyst under these conditions was demonstrated for a wide range of structurally diverse alkenes equipped with many important functional groups. Thus, this practical and highly selective hydroformylation protocol, which omits the need for special pressure equipment, should find wide application in organic synthesis.
Three-phase microemulsion/sol-gel system for aqueous catalytic hydroformylation of hydrophobie alkenes
Abu-Reziq, Raed,Avnir, David,Blum, Jochanan
, p. 3640 - 3642 (2007/10/03)
We extended the three-phase transport methodology to the catalytic hydroformylation of alkenes. The method enables to carry out an all-hydrophobic reaction - substrate, product and catalyst - in water. The alkene is microemulsified in the aqueous medium and the solubilized substrate is assumed to be carried to an organometallic rhodium catalyst entrapped within a partially hydrophobicized silica sol-gel matrix. The substrate is then spilled into the porous heterogenized catalyst in which the hydroformylation takes place. The products formed are desorbed from the ceramic material and microemulsified by the same surfactant. Upon breaking of the microemulsion the products are separated. The heterogenized catalyst can be easily separated from the reaction mixture by filtration and be recycled. The hydroformylation process was carried out on various alkenes with reaction yields from ca. 62 to 99%. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Rhodium complex catalyzed hydroformylation reactions of linear and cyclic mono- and diolefins
Trzeciak, Anna M.,Ziolkowski, Jozef J.
, p. 213 - 216 (2007/10/02)
The hydroformylation reactions of cyclopentene, cyclohexene, 4-vinylcyclohexene, cycloheptene and cyclooctene, catalyzed with a Rh(acac)2/P(OPh)3 (I) system at 80 deg C and 10 atm (CO+H2), have been studied.Only cyclopentene and 4-vinylcyclohexene undergo hydroformylation at 1 atm and 40 deg C.The hydroformylation of some cyclic dienes; (1,3- and 1,4-cyclohexadienes, 1,3- and 1,5-cyclooctadienes and 1,3-cyclopentadiene), at 10 atm and 80 deg C, was investigated in two catalytic systems: (I) and Rh(acac) (CO) (PPh3) / PPh3 (II).The main reaction products of cyclohexadienes and pentadiene (at 80 deg C, 10 atm) are unsaturated monoaldehydes.In hydroformylation of 1,5-cyclooctadiene the main product is formylcyclooctane.Key words: Rhodium; Olefins; Hydroformylation
CYCLOCARBONYLATION OF UNSATURATED TOSYLATES AS A METHOD OF CYCLANONE SYNTHESIS
McMurry, John E.,Andrus, Alex
, p. 4687 - 4690 (2007/10/02)
A study has been made to determine the scope of the cyclocarbonylation reaction of olefinic tosylates with Na2Fe(CO)4.
