1708-29-8Relevant articles and documents
FT Raman - A valuable tool for surveying kinetics in RCM of functionalized dienes
Ding, Fu,Yu, Baoyi,Monsaert, Stijn,Sun, Ya-Guang,Gao, Enjun,Dragutan, Ileana,Dragutan, Valerian,Verpoort, Francis
, p. 170 - 174 (2010)
In this article the suitability of FT Raman spectroscopy for monitoring kinetics of ring-closing metathesis promoted by the Grubbs' 1st generation precatalyst was demonstrated for the first time. Reactions at room temperature and under low catalyst loadings were carried out on a series of representative diene substrates. The time evolution of the characteristic Raman stretching vibrations unequivocally described the reaction progress allowing for precise calculation of the substrate conversion and of the yield in the expected cyclic product, based on the corresponding peak heights. The responsive Raman technique demonstrated clean RCM pathways for diethyl diallylmalonate and diallyl ether whereas a minor olefinic side-product was detected in the case of diallyl phthalate. The study provides essential underpinnings for future utilization of Raman spectroscopy, concurrently with NMR or supplementing it, for the evaluation of RCM reactions.
2,5,2′,5′-Tetrahydro[3,3′]bifuranyl. A novel heterocyclic system from 2-butene-1,4-diol [1]
Pyatnitsyna,El'chaninov,Lukyanov
, p. 1482 - 1483 (2006)
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Bidentate N,O-prolinate ruthenium benzylidene catalyst highly active in RCM of disubstituted dienes
Samec, Joseph S. M.,Grubbs, Robert H.
, p. 2826 - 2828 (2007)
The synthesis of a bidentate N,O-prolinate ruthenium benzylidene from commercially available starting materials and its activity in ring-closing metathesis of functionalized disubstituted dienes at 30°C is disclosed. The Royal Society of Chemistry.
Stepwise or Concerted Addition of 1,3-Butadiene to Oxygen Adsorbed on the Ag(110) Surface?
Schioett, Birgit,Joergensen, Karl Anker
, p. 10738 - 10741 (1993)
The interaction of 1,3-butadiene with atomically adsorbed oxygen on a Ag(110) surface is studied.Three different approaches of 1,3-butadiene to an oxygen atom that is adsorbed in the two-fold bridging site of the grooves on the Ag(110) surface are studied: a cheletropic 1,4-cycloaddition, an interaction with the terminal carbon, and an interaction with the internal carbon of the 1,3-butadiene.Extended Hueckel tight-binding calculations show that the interaction of one of the terminal carbons of 1,3-butadiene with the surface oxygen is favored.This intermediate shows a preference for a 1,4 ring closure reaction rather than a 1,2 ring closure reaction, leading to 2,5-dihydrofurane instead of vinyl epoxide.The interaction between the suggested intermediates and the Ag(110) surface as well as the bonding of different adsorbed products are analyzed and discussed in relation to the experimental results.
Bis(phenolato)molybdenum complexes as catalyst precursors for the deoxydehydration of biomass-derived polyols
Beckerle, Klaus,Sauer, Andreas,Spaniol, Thomas P.,Okuda, Jun
, p. 105 - 110 (2016)
Bio-based polyols can be converted to olefins and furan derivatives in one step by combined reduction and dehydration (deoxydehydration, DODH). A series of octahedral complexes of hexavalent molybdenum containing an (OSSO)-type bis(phenolate) ligand were prepared and structurally characterized. These complexes were screened as catalyst precursors for the deoxydehydration of anhydroerythritol using 3-octanol as reducing agent. Microwave heating allows a lower reaction temperature.
N,N,O-Coordinated tricarbonylrhenium precatalysts for the aerobic deoxydehydration of diols and polyols
Klein Gebbink, Robertus J. M.,Li, Jing,Lutz, Martin
, p. 3782 - 3788 (2020/06/22)
Rhenium complexes are well known catalysts for the deoxydehydration (DODH) of vicinal diols (glycols). In this work, we report on the DODH of diols and biomass-derived polyols using L4Re(CO)3as precatalyst (L4Re(CO)3= tricarbonylrhenium 2,4-di-tert-butyl-6-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenolate). The DODH reaction was optimized using 2 mol% of L4Re(CO)3as precatalyst and 3-octanol as both reductant and solvent under aerobic conditions, generating the active high-valent rhenium speciesin situ. Both diol and biomass-based polyol substrates could be applied in this system to form the corresponding olefins with moderate to high yield. Typical features of this aerobic DODH system include a low tendency for the isomerization of aliphatic external olefin products to internal olefins, a high butadiene selectivity in the DODH of erythritol, the preferential formation of 2-vinylfuran from sugar substrates, and an overall low precatalyst loading. Several of these features indicate the formation of an active species that is different from the species formed in DODH by rhenium-trioxo catalysts. Overall, the bench-top stable and synthetically easily accessible, low-valent NNO-rhenium complex L4Re(CO)3represents an interesting alternative to high-valent rhenium catalysts in DODH chemistry.
Olefin reaction in the catalyst and the olefin production
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Paragraph 0109-0111; 0129-0132; 0134-0135; 0150, (2020/10/31)
PROBLEM TO BE SOLVED: To provide a catalyst for obtaining an olefin in high selectivity with a vicinal diol as a raw material.SOLUTION: A catalyst for olefination reaction for use in a reaction to produce an olefin by a reaction of a polyol, having two adjacent carbon atoms each having a hydroxy group, with hydrogen comprises: a carrier; at least one oxide selected from the group consisting of oxides of the group 6 elements and oxides of the group 7 elements supported on the carrier; and at least one metal selected from the group consisting of silver, iridium, and gold supported on the carrier.SELECTED DRAWING: None
