22210-79-3Relevant academic research and scientific papers
Relaxation pathways in photoexcited electron-rich stilbenes (D-D stilbenes) as compared to D-A stilbenes
Letard, Jean-Francois,Lapouyade, Rene,Rettig, Wolfgang
, p. 209 - 216 (1994)
Spectra and shifts, fluorescence quantum yields and lifetimes of 4,4'-dimethylaminostilbene (DDS) and the bridged derivatives DDS-B15 and DDS-B24 were measured as a function of solvent polarity and temperature. The behavior of DDS and DDS-B15 is interpret
Mechanistic studies on the Pd-catalyzed vinylation of aryl halides with vinylalkoxysilanes in water: The effect of the solvent and NaOH promoter
Gordillo, Alvaro,Ortuno, Manuel A.,Lopez-Mardomingo, Carmen,Lledos, Agusti,Ujaque, Gregori,De Jesus, Ernesto
supporting information, p. 13749 - 13763 (2013/10/01)
The mechanism of the Pd-catalyzed vinylation of aryl halides with vinylalkoxysilanes in water has been studied using different catalytic precursors. The NaOH promoter converts the initial vinylalkoxysilane into a highly reactive water-soluble vinylsilanolate species. Similarly, deuterium-labeling experiments have shown that, irrespective of the catalytic precursor used, vinylation occurs exclusively at the CH vinylic functionality via a Heck reaction and not at the C-Si bond via a Hiyama cross-coupling. The involvement of a Heck mechanism is interpreted in terms of the reduced nucleophilicity of the base in water, which disfavors the transmetalation step. The Heck product (β-silylvinylarene) undergoes partial desilylation, with formation of a vinylarene, by three different routes: (a) hydrolytic desilylation by the aqueous solvent (only at high temperature); (b) transmetalation of the silyl olefin on the PdH Heck intermediate followed by reductive elimination of vinylarene; (c) reinsertion of the silyl olefin into the PdH bond of the Heck intermediate followed by β-Si syn-elimination. Both the Hiyama and Heck catalytic cycles and desilylation mechanisms b and c have been computationally evaluated for the [Pd(en)Cl2] precursor in water as solvent. The calculated Gibbs energy barriers support the reinsertion route proposed on the basis of the experimental results.
Reductive coupling of carbonyl compounds promoted by cobalt or titanium nanoparticles
Nador, Fabiana,Mascaro, Evangelina,Castro, Melisa,Vitale, Cristian,Radivoy, Gabriel
experimental part, p. 312 - 326 (2011/06/17)
The reaction of a series of aldehydes and ketones with readily prepared cobalt or titanium nanoparticles, under mild reaction conditions, led to the obtention of different reductive dimerization products depending on the nature of the transition metal used. Cobalt nanoparticles (CoNPs) allowed the selective transformation of the starting carbonyl compounds into vicinal diols, whereas the reaction promoted by titanium nanoparticles (TiNPs) led to the formation of the corresponding alkenes. In this last case, the use of trimethylsilyl chloride (TMSCl) as additive, at 0 °C, also allowed the obtention of vicinal diols after acidic aqueous work-up. ARKAT-USA, Inc.
Consecutive palladium-catalyzed Hiyama-Heck reactions in aqueous media under ligand-free conditions
Gordillo, Alvaro,De Jesus, Ernesto,Lopez-Mardomingo, Carmen
, p. 4056 - 4058 (2008/03/14)
Symmetric and asymmetric (E)-1,2-diarylethenes are synthesized from aryl bromides by consecutive one-pot Hiyama-Heck reactions carried out in water and under air; the only additives required are sodium hydroxide, palladium acetate and poly(ethylene glycol), and the products are isolable in many cases by simple filtration of the water solution. The Royal Society of Chemistry.
Spectroscopic Correlations between Supermolecules and Molecules. Anatomy of the Ion-Modulated Electronic Properties of the Nitrogen Donor in Monoazacrown-Derived Intrinsic Fluoroionophores
Yang, Jye-Shane,Hwang, Chung-Yu,Hsieh, Chia-Chun,Chiou, Shih-Yi
, p. 719 - 726 (2007/10/03)
The synthesis, absorption and emission spectra, fluorescence quantum yields, and fluorescence lifetimes of three compound series of trans-4,4′-disubstituted aminostilbenes (1-3) are reported. The chromo-/fluoroionophoric behavior of the monoaza-15-crown-5
How nucleophilic are diazo compounds?
Bug, Thorsten,Hartnagel, Manfred,Schlierf, Clemens,Mayr, Herbert
, p. 4068 - 4076 (2007/10/03)
The kinetics of the reactions of benzhydryl cations with eight diazo compounds 1a-g were investigated photometrically in dichloromethane. The nucleophilicity parameters N and slope parameters s of these diazo compounds were derived from the equation log k
Surface Photochemistry: Exergonic and Endergonic Photocatalysed Reaction in the CdS-mediated cis-trans-Isomerization of cis-4-Substituted Stilbenes
Hasegawa, Tadashi,Mayo, Paul de
, p. 1534 - 1535 (2007/10/02)
The cis-stilbenes (1a-g) undergo photocatalysed cis-trans-isomerization on CdS; the Hammett plot for the reaction has a sharp break at ?(1+) = -0.19 ox1/2 = 1.47 V vs. standard calomel electrode> and is rationalized in terms of both exergonic and endergonic photocatalysed processes on the semiconductor with different rate-determining steps.
