Faculty Opinions recommendation of Formation of a carbon-carbon triple bond by coupling reactions in aqueous solution.

2005 ◽  
Author(s):  
Amy Barrios
Keyword(s):  
Aqueous Solution ◽  
Triple Bond ◽  
Coupling Reactions

scholarly journals Low Molecular Weight Gelators Based on Functionalized l-Dopa Promote Organogels Formation

Gels ◽  
2019 ◽  
Vol 5 (2) ◽  
pp. 27 ◽  
Author(s):  
Demetra Giuri ◽  
Nicola Zanna ◽  
Claudia Tomasini
Keyword(s):  
Aqueous Solution ◽  
Molecular Weight ◽  
Rheological Properties ◽  
Rhodamine B ◽  
Lauric Acid ◽  
Water Solution ◽  
Preliminary Test ◽  
Low Molecular Weight ◽  
Coupling Reactions ◽  
Low Molecular Weight Gelators

We prepared the small pseudopeptide Lau-l-Dopa(OBn)2-d-Oxd-OBn (Lau = lauric acid; l-Dopa = l-3,4-dihydroxyphenylalanine; d-Oxd = (4R,5S)-4-methyl-5-carboxyl-oxazolidin-2-one; Bn = benzyl) through a number of coupling reactions between lauric acid, protected l-Dopa and d-Oxd with an excellent overall yield. The ability of the product to form supramolecular organogels has been tested with different organic solvents of increasing polarity and compared with the results obtained with the small pseudopeptide Fmoc-l-Dopa(OBn)2-d-Oxd-OBn. The mechanical and rheological properties of the organogels demonstrated solvent-dependent properties, with a storage modulus of 82 kPa for the ethanol organogel. Finally, to have a preliminary test of the organogels’ ability to adsorb pollutants, we treated a sample of the ethanol organogel with an aqueous solution of Rhodamine B (RhB) for 24 h. The water solution slowly lost its pink color, which became trapped in the organogel.

scholarly journals Efficient Total Synthesis of Lissodendrin B, 2-Aminoimidazole Marine Alkaloids Isolated from Lissodendoryx (Acanthodoryx) fibrosa

Marine Drugs ◽  
2019 ◽  
Vol 18 (1) ◽  
pp. 36
Author(s):  
Xianfeng Wei ◽  
Xuelong Hu ◽  
Rilei Yu ◽  
Shengbiao Wan ◽  
Tao Jiang
Keyword(s):  
Total Synthesis ◽  
Triple Bond ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Marine Alkaloids ◽  
Reaction Conditions ◽  
The Core ◽  
Analog Synthesis ◽  
Biological Studies ◽  
Synthesis Approach

Lissodendrin B is a 2-aminoimidazole alkaloid bearing a (p-hydroxyphenyl) glyoxal moiety that was isolated from the Indonesian sponge Lissodendoryx (Acanthodoryx) fibrosa. We reported the first efficient total synthesis of Lissodendrin B. The precursor 4,5-disubstituted imidazole was obtained through Suzuki coupling and Sonogashira coupling reactions from 4-iodoimidazole. C2-azidation and reduction of the azide then provided the core structures of Lissodendrin B. Subsequent triple-bond oxidation, demethylation, and deacetylation gave the final product. The synthesis approach consists of ten steps with an overall yield of 1.1% under mild reaction conditions, and it can be applied for future analog synthesis and biological studies.

Room Temperature Suzuki Reactions in Aqueous Media under Air by Palladium(II) Complexes with Pyrazole Derived Ligands

2010 ◽  
Vol 63 (2) ◽  
pp. 315 ◽  
Author(s):  
Kai Xu ◽  
Xin-Qi Hao ◽  
Jun-Fang Gong ◽  
Mao-Ping Song ◽  
Yang-Jie Wu
Keyword(s):  
Aqueous Solution ◽  
13C Nmr ◽  
Room Temperature ◽  
Phenylboronic Acid ◽  
Aqueous Media ◽  
Palladium Complexes ◽  
Coupling Reactions ◽  
X Ray ◽  
Suzuki Reactions ◽  
Aryl Bromides

Two new palladium complexes with pyrazole derived ligands 2a–2b have been easily prepared and well characterized by elemental analysis, 1H NMR, 13C NMR, and IR spectra. Their detailed structures are determined by a single-crystal X-ray analysis of 2a. The two compounds were successfully applied to the Suzuki coupling reactions of aryl bromides with phenylboronic acid, in aqueous solution at room temperature under air, giving the desired coupled products in good to excellent yields with catalyst loadings as low as 0.01–0.05 mol-%.

scholarly journals Remarkable effect of alkynyl substituents on the fluorescence properties of a BN-phenanthrene

2019 ◽  
Vol 15 ◽  
pp. 1257-1261 ◽  
Author(s):  
Alberto Abengózar ◽  
David Sucunza ◽  
Patricia García-García ◽  
Juan J Vaquero
Keyword(s):  
Quantum Yield ◽  
Fluorescence Quantum Yield ◽  
Triple Bond ◽  
Photophysical Properties ◽  
Parent Compound ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Remarkable Effect ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

A series of BN-phenanthrenes with substituents of a diverse nature have been synthesized by palladium-catalyzed cross-coupling reactions of a common chloro-substituted precursor, which was made from readily available materials in only four steps. Evaluation of the photophysical properties of the prepared compounds unveiled an impressive effect of the presence of alkynyl substituents on the fluorescence quantum yield, which improved from 0.01 in the parent compound to up to 0.65 in derivatives containing a triple bond.

Visible-light-initiated Sonogashira coupling reactions over CuO/TiO2 nanocomposites

2019 ◽  
Vol 9 (2) ◽  
pp. 377-383 ◽  
Author(s):  
Yuanyuan Li ◽  
Xue Feng ◽  
Zhaohui Li
Keyword(s):  
Heat Treatment ◽  
Aqueous Solution ◽  
Visible Light ◽  
Coupling Reactions ◽  
Sonogashira Coupling

CuO/TiO2 nanocomposites with different weight ratios of CuO were obtained by immersing TiO2 in aqueous solution of Cu(NO3)2, followed by heat treatment at 400 °C.

scholarly journals Rapid formation of a stable boron–nitrogen heterocycle in dilute, neutral aqueous solution for bioorthogonal coupling reactions

2015 ◽  
Vol 51 (95) ◽  
pp. 16992-16995 ◽  
Author(s):  
Ozlem Dilek ◽  
Zhen Lei ◽  
Kamalika Mukherjee ◽  
Susan Bane
Keyword(s):  
Aqueous Solution ◽  
Nitrogen Heterocycle ◽  
Coupling Reactions ◽  
Aromatic Heterocycle ◽  
Neutral Aqueous Solution ◽  
Rapid Formation ◽  
Boron Nitrogen

Reaction of 2-formylphenylboronic acid with an aromatic hydrazine does not product the expected hydrazone, but rather a boron-containing aromatic heterocycle. The characteristics of the reaction are highly desirable for bioconjugations.

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