Preparation of Styrene Derivatives Containing Sulfide Group: Kinetic Studies on The Addition Reaction of Thiophenol to 1,4-Divinylbenzene

1990 ◽  
Vol 22 (11) ◽  
pp. 963-968 ◽  
Author(s):  
Jian Jiang ◽  
Eiichi Kobayashi ◽  
Takatsugu Obata ◽  
Junji Furukawa
Keyword(s):  
Addition Reaction ◽  
Kinetic Studies ◽  
Styrene Derivatives ◽  
Sulfide Group

scholarly journals Preparation of Styrene Derivatives Containing Sulfide Group: Addition Reactions of Thiophenol and Its Derivatives to 1,4-Divinylbenzene

1990 ◽  
Vol 22 (11) ◽  
pp. 969-975 ◽  
Author(s):  
Eiichi Kobayashi ◽  
Jian Jiang ◽  
Hiroyoshi Matsumoto ◽  
Junji Furukawa
Keyword(s):  
Addition Reactions ◽  
Styrene Derivatives ◽  
Sulfide Group

scholarly journals Organocatalytic atroposelective synthesis of axially chiral styrenes

2017 ◽  
Vol 8 (1) ◽  
Author(s):  
Sheng-Cai Zheng ◽  
San Wu ◽  
Qinghai Zhou ◽  
Lung Wa Chung ◽  
Liu Ye ◽  
...  
Keyword(s):  
Asymmetric Catalysis ◽  
Addition Reaction ◽  
Building Blocks ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Chiral Compounds ◽  
Axially Chiral ◽  
Potential Applications ◽  
Styrene Derivatives

Abstract Axially chiral compounds are widespread in biologically active compounds and are useful chiral ligands or organocatalysts in asymmetric catalysis. It is well-known that styrenes are one of the most abundant and principal feedstocks and thus represent excellent prospective building blocks for chemical synthesis. Driven by the development of atroposelective synthesis of axially chiral styrene derivatives, we discovered herein the asymmetric organocatalytic approach via direct Michael addition reaction of substituted diones/ketone esters/malononitrile to alkynals. The axially chiral styrene compounds were produced with good chemical yields, enantioselectivities and almost complete E/Z-selectivities through a secondary amine-catalysed iminium activation strategy under mild conditions. Such structural motifs are important precursors for further transformations into biologically active compounds and synthetic useful intermediates and may have potential applications in asymmetric synthesis as olefin ligands or organocatalysts.

Synthesis of β-Phenethyl Ethers by Base-Catalyzed Alcohol Addition Reactions to Aryl Alkenes

Synlett ◽  
2018 ◽  
Vol 29 (17) ◽  
pp. 2218-2224 ◽  
Author(s):  
Jeffrey Bandar ◽  
Chaosheng Luo
Keyword(s):  
Addition Reaction ◽  
Bioactive Molecules ◽  
Addition Reactions ◽  
Catalytic Transformation ◽  
Future Directions ◽  
Recent Approach ◽  
Potential Applications ◽  
Styrene Derivatives ◽  
Markovnikov Addition ◽  
Ether Synthesis

The direct anti-Markovnikov addition of alcohols to styrene derivatives represents a streamlined route to β-phenethyl ethers, a substructure frequently found in pharmaceuticals and other bioactive ­molecules. Here, we discuss how the development of such a reaction can complement and address limitations of current methods for β-phenethyl ether synthesis. In particular, we highlight our recent ­approach toward achieving this challenging alcohol addition reaction through P4-t-Bu superbase catalysis. A summary of compatible aryl alkenes and alcohols is provided to inform readers of potential applications of this new catalytic transformation, as well as its current limitations and future directions.1 Introduction2 Anti-Markovnikov Alcohol Addition to Aryl Alkenes: Background3 Superbase-Catalyzed Alcohol Addition to Aryl Alkenes4 Summary and Outlook

scholarly journals Photophysical Properties and Kinetic Studies of 2-Vinylpyridine-Based Cycloplatinated(II) Complexes Containing Various Phosphine Ligands

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 2034
Author(s):  
Vahideh Dolatyari ◽  
Hamid R. Shahsavari ◽  
Sepideh Habibzadeh ◽  
Reza Babadi Aghakhanpour ◽  
Sareh Paziresh ◽  
...  
Keyword(s):  
Room Temperature ◽  
Addition Reaction ◽  
Photophysical Properties ◽  
Kinetic Studies ◽  
Phosphine Ligands ◽  
The Other ◽  
Spectroscopic Methods ◽  
Yellow Orange ◽  
Oxidative Addition Reaction ◽  
Cyclometalated Ligand

A series of cycloplatinated(II) complexes with general formula of [PtMe(Vpy)(PR3)], Vpy = 2-vinylpyridine and PR3 = PPh3 (1a); PPh2Me (1b); PPhMe2 (1c), were synthesized and characterized by means of spectroscopic methods. These cycloplatinated(II) complexes were luminescent at room temperature in the yellow–orange region’s structured bands. The PPhMe2 derivative was the strongest emissive among the complexes, and the complex with PPh3 was the weakest one. Similar to many luminescent cycloplatinated(II) complexes, the emission was mainly localized on the Vpy cyclometalated ligand as the main chromophoric moiety. The present cycloplatinated(II) complexes were oxidatively reacted with MeI to yield the corresponding cycloplatinated(IV) complexes. The kinetic studies of the reaction point out to an SN2 mechanism. The complex with PPhMe2 ligand exhibited the fastest oxidative addition reaction due to the most electron-rich Pt(II) center in its structure, whereas the PPh3 derivative showed the slowest one. Interestingly, for the PPhMe2 analog, the trans isomer was stable and could be isolated as both kinetic and thermodynamic product, while the other two underwent trans to cis isomerization.

Flavin radicals, conformational sampling and robust design principles in interprotein electron transfer: the trimethylamine dehydrogenase-electron-transferring flavoprotein complex

2004 ◽  
Vol 71 ◽  
pp. 1-14
Author(s):  
David Leys ◽  
Jaswir Basran ◽  
François Talfournier ◽  
Kamaldeep K. Chohan ◽  
Andrew W. Munro ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Dimensional Space ◽  
Three Dimensional ◽  
Kinetic Studies ◽  
Molecular Assembly ◽  
Conformational Sampling ◽  
Trimethylamine Dehydrogenase ◽  
Key Residues ◽  
Electron Transferring Flavoprotein ◽  
Electron Transfer Complex

TMADH (trimethylamine dehydrogenase) is a complex iron-sulphur flavoprotein that forms a soluble electron-transfer complex with ETF (electron-transferring flavoprotein). The mechanism of electron transfer between TMADH and ETF has been studied using stopped-flow kinetic and mutagenesis methods, and more recently by X-ray crystallography. Potentiometric methods have also been used to identify key residues involved in the stabilization of the flavin radical semiquinone species in ETF. These studies have demonstrated a key role for 'conformational sampling' in the electron-transfer complex, facilitated by two-site contact of ETF with TMADH. Exploration of three-dimensional space in the complex allows the FAD of ETF to find conformations compatible with enhanced electronic coupling with the 4Fe-4S centre of TMADH. This mechanism of electron transfer provides for a more robust and accessible design principle for interprotein electron transfer compared with simpler models that invoke the collision of redox partners followed by electron transfer. The structure of the TMADH-ETF complex confirms the role of key residues in electron transfer and molecular assembly, originally suggested from detailed kinetic studies in wild-type and mutant complexes, and from molecular modelling.

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