73022-52-3Relevant articles and documents
Producing cyclic fuels from conjugated diene
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Page/Page column 6-9, (2021/04/21)
A method for making a fuel includes reacting a conjugated diene or a mixture of conjugated dienes with a catalyst selected from the group consisting of a low valent iron catalyst stabilized with a pyridineimine ligand, an iron precatalyst coordinated to the pyridineimine ligand that is activated with a reducing agent, a low oxidation state Fe complex stabilized with a pyridineimine ligand and a coordinating ligand, and combinations thereof, thereby forming a substituted cyclooctadiene. The substituted cyclooctadiene is then hydrogenated, thereby forming cyclooctane fuel.
Regio- and Diastereoselective Iron-Catalyzed [4+4]-Cycloaddition of 1,3-Dienes
Kennedy, C. Rose,Zhong, Hongyu,MacAulay, Rachel L.,Chirik, Paul J.
supporting information, p. 8557 - 8573 (2019/06/04)
A family of single-component iron precatalysts for the [4+4]-cyclodimerization and intermolecular cross-[4+4]-cycloaddition of monosubstituted 1,3-dienes is described. Cyclooctadiene products were obtained with high regioselectivity, and catalyst-controlled access to either cis- or trans-diastereomers was achieved using 4-substituted diene substrates. Reactions conducted either with single-component precatalysts or with iron dihalide complexes activated in situ proved compatible with common organic functional groups and were applied on multigram scale (up to >100 g). Catalytically relevant, S = 1 iron complexes bearing 2-(imino)pyridine ligands, (RPI)FeL2 (RPI = [2-(2,6-R2-C6H3-Na-CMe)-C5H4N] where R = iPr or Me, L2 = bis-olefin), were characterized by single-crystal X-ray diffraction, M??bauer spectroscopy, magnetic measurements, and DFT calculations. The structural and spectroscopic parameters are consistent with an electronic structure description comprised of a high spin iron(I) center (SFe = 3/2) engaged in antiferromagnetically coupling with a ligand radical anion (SPI = -1/2). Mechanistic studies conducted with these single-component precatalysts, including kinetic analyses, 12C/13C isotope effect measurements, and in situ M??bauer spectroscopy, support a mechanism involving oxidative cyclization of two dienes that determines regio- and diastereoselectivity. Topographic steric maps derived from crystallographic data provided insights into the basis for the catalyst control through stereoselective oxidative cyclization and subsequent, stereospecific allyl-isomerization and C-C bond-forming reductive elimination.
METHOD FOR PRODUCING TRIMETHYLCYCLODODECATRIENE
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Page/Page column 12, (2008/06/13)
The invention relates to the production of trimethylcyclododecatriene in a continuous or discontinuous method, by the trimerisation of isoprene in the presence of a catalyst system and a solvent. The raw trimethylcyclododecatriene obtained can be isolated by distillation. The dimethylcyclooctadiene formed as a by-product can also be isolated from the raw product.
