In situ phenylboronic acid substitution with azide and Cu(II) catalysed Huisgen "click" cycloaddition with alkyne

10.1039/sp711 ◽  
2014 ◽  
Author(s):  
Sandip Bharate
Keyword(s):  
Phenylboronic Acid

scholarly journals Phenylboronic Acid/CuSO4 as an Efficient Catalyst for the Synthesis of 1,4-Disubstituted-1,2,3-Triazoles from Terminal Acetylenes and Alkyl Azides

2017 ◽  
Vol 59 (2) ◽  
Author(s):  
Heraclio López-Ruiz
Keyword(s):  
Microwave Heating ◽  
Room Temperature ◽  
Phenylboronic Acid ◽  
Terminal Alkynes ◽  
Efficient Catalyst ◽  
Alkyl Azides ◽  
Terminal Acetylenes

<p>The synthesis of 1,4-disubstituted-1,2,3-triazoles from alkyl azides and terminal alkynes at room temperature and under microwave heating was attained using Cu(I), generated <em>in-situ </em>from copper(II) sulfate and phenylboronic acid, as catalyst. Twelve new triazoles were obtained in moderate to good yields (53-98%), and the products were obtained by crystallization from the mixture reaction without further purification.</p>

In situ Generated Rhodium-Based Catalyst for Addition of Phenylboronic Acid to Aldehydes.

ChemInform ◽  
2006 ◽  
Vol 37 (7) ◽  
Author(s):  
Murat Yigit ◽  
Ismail Oezdemir ◽  
Engin Cetinkaya ◽  
Bekir Cetinkaya
Keyword(s):  
Phenylboronic Acid

scholarly journals In situ injection of phenylboronic acid based low molecular weight gels for efficient chemotherapy

Biomaterials ◽  
2016 ◽  
Vol 105 ◽  
pp. 1-11 ◽  
Author(s):  
Wenxia Gao ◽  
Yan Liang ◽  
Xinyu Peng ◽  
Yalong Hu ◽  
Longgui Zhang ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Phenylboronic Acid ◽  
Low Molecular Weight

Polydiacetylene liposomes with phenylboronic acid tags: a fluorescence turn-on sensor for sialic acid detection and cell-surface glycan imaging

Nanoscale ◽  
2018 ◽  
Vol 10 (9) ◽  
pp. 4570-4578 ◽  
Author(s):  
Dong-En Wang ◽  
Jiahang Yan ◽  
Jingjing Jiang ◽  
Xiang Liu ◽  
Chang Tian ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Sialic Acid ◽  
Cell Surface ◽  
Living Cell ◽  
Phenylboronic Acid ◽  
Cell Surfaces ◽  
Turn On ◽  
Fluorescence Turn On ◽  
Free Sialic Acid

A new polydiacetylene (PDA) liposome-based sensor system was developed as a fluorescence turn-on sensor for the detection of free sialic acid (SA) in aqueous solution and in situ imaging of glycans on living cell surfaces.

scholarly journals New Amphiphilic Imidazolium/Benzimidazolium Calix[4]arene Derivatives: Synthesis, Aggregation Behavior and Decoration of DPPC Vesicles for Suzuki Coupling in Aqueous Media

Nanomaterials ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 1143
Author(s):  
Vladimir Burilov ◽  
Ramilya Garipova ◽  
Elsa Sultanova ◽  
Diana Mironova ◽  
Ilya Grigoryev ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Electrokinetic Potential ◽  
Phenylboronic Acid ◽  
Aqueous Media ◽  
Submicron Particles ◽  
Critical Aggregation Concentration ◽  
Alkyl Aryl ◽  
Effect Of Pd ◽  
First Time

In this study, new types of amphiphilic calix[4]arene derivatives bearing N-alkyl/aryl imidazolium/benzimidazolium fragments were designed and synthesized by two step transformation: Regioselective Blanc chloromethylation of distal-di-O-butyl calix[4]arene and subsequent interaction with N-Substituted imidazole/benzimidazole. Critical aggregation concentration (CAC) values were estimated using pyrene fluorescent probe. Obtained macrocycles were found to form submicron particles with electrokinetic potential +44–+57 mV in aqueous solution. For the first time it was found that amphiphilic calixarene causes the fast transformation of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) multilamellar vesicles into unilamellar ones and leads to the ordering of the lipid in membranes at the molar calixarene/DPPC ratio more than 0.07. In situ complexes of calixarene aggregates with Pd(OAc)2 were found to be active in Suzuki–Miyaura coupling of 1-bromo-4-nitrobenzene with phenylboronic acid in water. It was shown that bulky N-substituents of heterocycle decrease the catalytic activity of the aggregates. These result can be assigned to the inhibition effect of Pd(II) complex in situ formation by bulky substituents located on the aggregate surface. Embedding of the most active palladium N-heterocyclic carbene (NHC) complex with methylimidazolium headgroups into DPPC vesicles enhances its catalytic activity in Suzuki–Miyaura coupling.

In situ generated rhodium-based catalyst for addition of phenylboronic acid to aldehydes

2005 ◽  
Vol 16 (6) ◽  
pp. 461-465 ◽  
Author(s):  
Murat Yiğit ◽  
İsmail Özdemir ◽  
Engin Çetinkaya ◽  
Bekir Çetinkaya
Keyword(s):  
Phenylboronic Acid

Synthesis, Characterization and Catalytic Utilization of a Ferrocene Diamidodiphosphane

2007 ◽  
Vol 72 (4) ◽  
pp. 453-467 ◽  
Author(s):  
Petr Štěpnička ◽  
Jiří Schulz ◽  
Ivana Císařová ◽  
Karla Fejfarová
Keyword(s):  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Aryl Chlorides ◽  
Highly Active ◽  
Aryl Bromides ◽  
Cross Coupling Reaction

Amidation of 1'-(diphenylphosphanyl)ferrocene-1-carboxylic acid (Hdpf) with ethane-1,2-diamine afforded N,N'-ethylenebis[1'-(diphenylphosphanyl)ferrocene-1-carboxamide] (1), which was isolated in free and solvated form, 1·2AcOH. Both 1 and Hdpf were further converted to their respective phosphane sulfides, 2·2AcOH and 3 that were structurally characterized. Testing of the amidophosphane ligands in Suzuki-Miyaura cross-coupling reaction between phenylboronic acid and various aryl halides revealed that catalyst formed in situ from 1 and palladium(II) acetate is highly active in coupling reactions of aryl bromides whilst the corresponding aryl chlorides showed no or only poor conversions. The catalyst based on 2·2AcOH gave markedly lower yields of the coupling products.

Nanospheres from coordination polymers of Ag+ with a highly hydrophilic thiol ligand in situ formed from dynamic covalent binding and a hydrophobic thiol

2021 ◽  
Author(s):  
Yan Xu ◽  
Xiaosheng Yan ◽  
Si-Bo Zhang ◽  
Shao-Wei Li ◽  
Ning-Shao Xia ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Coordination Polymers ◽  
Phenylboronic Acid ◽  
Covalent Binding ◽  
Acid Group ◽  
Dynamic Binding ◽  
Group 4 ◽  
Thiol Ligand

We report a supramolecular nanosphere of diameter of 8.65 nm built in aqueous solution via glucose dynamic binding to a thiol ligand that bears a phenylboronic acid group, 4-mercaptophenylboronic acid...

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