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The catalytic system of disubstituted aromatics was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation. The total synthesis of (±)-heliannuol D and its epimer has been completed in 9 steps and 12% overall yield from 2-methylanisole. The thermal activation of 2-methylanisole (60°C) by the Ir (III) complex TpMe2Ir (C6H5) 2 (N2)(1; TpMe2= hydrotris (3, 5-dimethylpyrazolyl) borate) yielded a mixture of hydride complexes. The total synthesis of the phenolic sesquiterpene mutisianthol has been accomplished in 12 steps from the readily available 2-methylanisole. The catalytic system was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation.
Consuelo Pizarro,; Octavio Suárez-Iglesias,; Ignacio Medina,; Julio L. Bueno.Binary diffusion coefficients for 2,3-dimethylaniline, 2,6-dimethylaniline, 2-methylanisole, 4-methylanisole and 3-nitrotoluene in supercritical carbon dioxide. The Journal of Supercritical Fluids. 2009, 48 (1), 1-8.
Kamel Nasar,; Fabienne Fache,; Marc Lemaire,; Jean-Christophe Béziat,; Michèle Besson,; Pierre Gallezot. Stereoselective reduction of disubstituted aromatics on colloidal rhodium. Journal of Molecular Catalysis. 1994, 87 (1), 107-115.
Hazard Statements: H226
Flammable liquid and vapour.
Precautionary Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant