6688-11-5Relevant articles and documents
Kinetics of cyclooctene hydroformylation for continuous homogeneous catalysis
Gueven, Sabriye,Hamers, Bart,Franke, Robert,Priske, Markus,Becker, Marc,Vogt, Dieter
, p. 524 - 530 (2014)
The kinetics of Rh-catalysed cyclooctene hydroformylation were investigated, based on the mechanism described for a single tris(2,4-di-tert- butylphenyl)phosphite ligand coordinated to a rhodium center. The rate limiting step was found to be the coordination of cyclooctene to the metal center as suggested in literature. Parameters of the corresponding rate equation were estimated by nonlinear regression. Experimental data obtained from semi-batch reactions were compared with model predictions and shown to be in good agreement. A continuous jet-loop reactor with coupled nanofiltration was designed and the kinetics were validated. The Royal Society of Chemistry.
Methylene C(sp3)-H β,β′-Diarylation of Cyclohexanecarbaldehydes Promoted by a Transient Directing Group and Pyridone Ligand
Bull, James A.,St John-Campbell, Sahra,White, Andrew J. P.
supporting information, (2020/03/10)
A hindered β-amino amide transient directing group effects di-trans-arylation of cyclohexanecarbaldehydes. The amide N-substituents are shown to affect yield and can enhance the rate of arylation compared with the α-amino acid. Addition of a pyridone ligand further enhanced reactivity. The reaction is successful for a range of aryl iodides, and various substituted cyclohexane carboxaldehydes, providing functionalized products from simple feedstocks. A mechanism is proposed evoking a transient enamine.
Determining the necessity of phenyl ring π-character in warfarin
Xing, Hui,Houston, Sevan D.,Chen, Xuejie,Jin, Da-Yun,Savage, G. Paul,Tie, Jian-Ke,Williams, Craig M.
, p. 1954 - 1956 (2019/06/04)
Despite the difficulty in administering a safe dose regimen and reports of emerging resistance, warfarin (1) remains the most widely-used oral anticoagulant for the prevention and treatment of thrombosis in humans globally. Systematic substitution of the warfarin phenyl ring with either 1,3,5,7-cyclooctatetraene (COT) (2), cubane (3), cyclohexane (4) or cyclooctane (5) and subsequent evaluation against the target enzyme, vitamin K epoxide reductase (VKOR), facilitated interrogation of both steric and electronic properties of the phenyl pharmacophore. The tolerance of VKOR to further functional group modification (carboxylate 14, PTAD adduct 15) was also investigated. The results demonstrate the importance of both annulene conferred π-interactions and ring size in the activity of warfarin.