91273-98-2

Usage

InChI:InChI=1/C9H14O2/c1-3-4-5-6-9(11)7-8(2)10/h3H,1,4-7H2,2H3

Upstream product

• 123-54-6 acetylacetone 
• 5162-44-7 1-bromo-4-butene 

Downstream Products

• 119785-58-9 (-)-(2R,4S)-8-nonene-2,4-diol 
• 119785-59-0 (-)-(2R,4R)-8-nonene-2,4-diol 
• 108508-56-1 (+)-(2S,4S)-8-nonene-2,4-diol 
• 108508-58-3 (+)-(2S,4R)-8-nonene-2,4-diol 
• 20294-38-6 4-Methyl-indan-5-ol 
• 350237-06-8 (R)-1-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-propyl]-hex-5-enylamine 
• 350237-05-7 (2S)-2-(tert-butyldiphenylsilyloxy)-8-nonen-4-one 
• 14580-53-1 2-acetyl-3-methylcyclohexanone 

Relevant academic research and scientific papers

Luminescence of a Transition Metal Complex Inside a Metamaterial Nanocavity

Modification of the local density of optical states using metallic nanostructures leads to enhancement in the number of emitted quanta and photocatalytic turnover of luminescent materials. In this work, the fabrication of a metamaterial is presented that consists of a nanowire separated from a metallic mirror by a polymer thin film doped with a luminescent organometallic iridium(III) complex. The large spin–orbit coupling of the heavy metal atom results in an excited state with significant magnetic-dipole character. The nanostructured architecture supports two distinct optical modes and their assignment achieved with the assistance of numerical simulations. The simulations show that one mode is characterized by strong confinement of the electric field and the other by strong confinement of the magnetic field. These modes elicit drastic changes in the emitter's photophysical properties, including dominant nanocavity-derived modes observable in the emission spectra along with significant increases in emission intensity and the total decay rate. A combination of simulations and momentum-resolved spectroscopy helps explain the mechanism of the different interactions of each optical mode supported by the metamaterial with the excited state of the emitter.

Asymmetric intramolecular cyclopropanation of diazo compounds with metallosalen complexes as catalyst: Structural tuning of salen ligand

Intramolecular cyclopropanation of alkenyl α-diazoacetates and alkenyl diazomethyl ketones was examined by using optically active (ON+)Ru(II)(salen) and Co(II)(salen) complexes as catalysts. For the cyclization of 2-alkenyl α-diazoacetates, Co(II)(salen) complexes 9 and 10 were found to be superior catalysts to the corresponding (ON+)Ru(II)(salen) complexes 4 and 5. On the other hand, (ON+)Ru(II)(salen) complex 2 was found to be the catalyst of choice for the cyclization of 3-alkenyl diazomethyl ketones, and complex 4 was found to be a good catalyst for the cyclization of (E)-4-alkenyl diazomethyl ketones. The present study demonstrates that metallosalen complexes, especially optically active (ON+)Ru(II)(salen) and Co(II)(salen) complexes, can serve as efficient catalysts for the cyclization of alkenyl diazocarbonyl compounds, if a suitable salen ligand is used as the chiral auxiliary.

Synthesis of substituted phenols via photoaddition-fragmentation-aromatic annelation sequence

Intramolecular photocycloaddition reaction of dihydro-4-pyrones to alkenes (1), followed by fragmentation then subsequent aromatic annelation, carried out by two alternative methods, has been performed efficiently. The sequence provides a convenient method for the construction of substituted phenols fused to aliphatic ring (4).

Synthesis of Spiroacetals using Organoselenium-mediated Cyclisation Reactions. X-Ray Molecular Structure of (2S,8R)-8-Methyl-2-phenyl-1,7-dioxaspiroundecan-4(R)-ol

Alkenyl hydroxyketones undergo cyclisation via their hemiacetal form, in the presence of N-phenylselenophthalimide (NPSP) and a Lewis acid, to give the corresponding phenylseleno-substituted spiroacetals.Using this methodology the synthesis of trans- and cis-2-methyl-1,6-dioxaspirononane (1), trans- and cis-2-ethyl-1,6-dioxaspirononane (chalcogran)(2), trans- and cis-2-methyl-1,6-dioxaspirodecane(3), trans-7-methyl-1,6-dioxaspirodecane (4), trans-2-methyl-1,7-dioxaspiroundecane (5), and (2S,8R)-8-methyl-2-phenyl-1,7-dioxaspiroundecane-4-one(6) has been achieved, after reductive removal of selenium using Raney-nickel in diethyl ether.Compound (2) is the principal aggregation pheromone from Pityogenes chalcographus (L), whilst compounds (3) and (4) constitute the pheromone components of the common wasp, Paravespula vulgaris.The structure of the spiroacetal (6) was determined as a result of X-ray crystallography of a later derivative, obtained by sodium borohydride reduction of (6).

SHORT-STEP SYNTHESIS OF 1,3-DIMETHYL-2,9-DIOXABICYCLO NONANE: AN INSECT ATTRACTANT.

Endo-and exo-1,3-dimethyl-2,9-dioxabicyclo nonane were synthesized in a three-step sequence starting from acetylacetone involving intramolecular cyclization using palladium chloride as catalyst.