scholarly journals Spectral Properties of Fluorophores Combining the Boronic Acid Group with Electron Donor or Withdrawing Groups. Implication in the Development of Fluorescence Probes for Saccharides

2001 ◽  
Vol 105 (28) ◽  
pp. 6834-6840 ◽  
Author(s):  
Nicolas DiCesare ◽  
Joseph R. Lakowicz
Keyword(s):  
Electron Donor ◽  
Boronic Acid ◽  
Spectral Properties ◽  
Acid Group ◽  
Fluorescence Probes

A New Fluorescein Derivative Bearing a Boronic Acid Group as a Fluorescent Chemosensor for Fluoride Ion

2006 ◽  
Vol 71 (22) ◽  
pp. 8626-8628 ◽  
Author(s):  
K. M. K. Swamy ◽  
Yoon Ju Lee ◽  
Han Na Lee ◽  
Jihyun Chun ◽  
Youngmee Kim ◽  
...  
Keyword(s):  
Boronic Acid ◽  
Acid Group ◽  
Fluorescent Chemosensor ◽  
Fluoride Ion

One-step synthesis of boronic acid group modified silica particles by the aid of epoxy silanes

2015 ◽  
Vol 351 ◽  
pp. 353-357 ◽  
Author(s):  
Yan Wang ◽  
Canping Zhou ◽  
Lei Sun ◽  
Bingqing Yu ◽  
Meng Cao ◽  
...  
Keyword(s):  
Boronic Acid ◽  
Acid Group ◽  
Silica Particles ◽  
Modified Silica ◽  
One Step

Aryne Complexes of Zerovalent Metals of the Nickel Triad

2010 ◽  
Vol 63 (7) ◽  
pp. 1066 ◽  
Author(s):  
Martin A. Bennett
Keyword(s):  
Electron Donor ◽  
Boronic Acid ◽  
Alkali Metals ◽  
Metal Reduction ◽  
Polycyclic Compounds ◽  
X Ray ◽  
Tertiary Phosphines ◽  
Benzyne Complexes ◽  
First Time ◽  
Group 10 Metals

The chemistry of dihapto-aryne complexes of the zerovalent Group 10 metals of general formula [M(η2-aryne)L2] (M = Ni, Pd, Pt; L = various tertiary phosphines) is reviewed, with emphasis on the highly reactive nickel(0) compounds (aryne = benzyne, C6H4; 4,5-difluorobenzyne, 4,5-C6H2F2; 2,3-naphthalyne, 2,3-C10H6; L2 = 2 PEt3, 2 PiPr3, 2 PCy3, dcpe). These can be generated by alkali metal reduction of the appropriate (2-halogenoaryl)nickel(ii) halide precursors, such as [NiX(2-XC6H4)L2], which in turn are accessible by oxidative addition of the 1,2-dihaloarene to nickel(0) precursors such as [Ni(1,5-COD)2]. The X-ray structure of [Ni(η2-C6H4)(dcpe)] shows that this compound is a typical 16-electron Ni(0) (3d10) species in which benzyne acts as a 2π-electron donor. Several unusual organonickel compounds derived from [Ni(η2-4,5-C6H2F2)(PEt3)2] have been isolated recently, including [Ni2(μ-η2:η2-4,5-C6H2F2)(PEt3)4], in which a 4π-electron donor 4,5-difluorobenzyne is located at right-angles to a pair of nickel atoms. Free benzyne can be intercepted by both [Ni(η2-C2H4)(dcpe)] and [Pt(η2-C2H4)(PPh3)2], but the resulting benzyne complexes rapidly insert benzyne to give the appropriate η1:η1-2,2′-biphenylyl complexes. [Pt(η2-C6H4)(PPh3)2] also undergoes rapid ortho-metallation to give [PtPh(2-C6H4PPh2)(PPh3)]. However, a trapping reaction has been used to make the first 1,4-benzdiyne complex, [{Ni(dcpe)2}2(μ-η2:η2-1,4-C6H2)] by treatment of the 4-fluorobenzyne complex [Ni(η2-4-FC6H3)(dcpe)] with LiTMP. The use of alkali metals in the preparation of the η2-benzyne complexes is avoided in a more recently developed procedure, which starts from (2-bromophenyl)boronic acid, and is based on Suzuki–Miyaura coupling. This procedure has made accessible for the first time an aryne complex of palladium(0), [Pd(η2-C6H4)(PCy3)2], and the labile nickel(0) complex [Ni(η2-C6H4)(PPh3)2]. The aryne-nickel(0) complexes Ni(η2-aryne)L2 (L2 = 2 PEt3, dcpe) undergo sequential insertions into the aryne-metal bond with unsaturated molecules, such as CO, C2F4, substituted alkynes, substituted diynes, alkynylphosphines, and alkynyl thioethers, often with considerable regioselectivity. After the reductive elimination of two nickel-carbon σ-bonds, a variety of interesting polycyclic compounds can be obtained.

scholarly journals Boronic Acids and Their Derivatives in Medicinal Chemistry: Synthesis and Biological Applications

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4323
Author(s):  
Mariana Pereira Silva ◽  
Lucília Saraiva ◽  
Madalena Pinto ◽  
Maria Emília Sousa
Keyword(s):  
Antiviral Activity ◽  
Boronic Acid ◽  
Medicinal Chemistry ◽  
Acid Group ◽  
Boronic Acids ◽  
Delivery Systems ◽  
Bioactive Molecules ◽  
Biological Applications ◽  
Active Compounds ◽  
Molecular Modification

Boron containing compounds have not been widely studied in Medicinal Chemistry, mainly due to the idea that this group could confer some toxicity. Nowadays, this concept has been demystified and, especially after the discovery of the drug bortezomib, the interest for these compounds, mainly boronic acids, has been growing. In this review, several activities of boronic acids, such as anticancer, antibacterial, antiviral activity, and even their application as sensors and delivery systems are addressed. The synthetic processes used to obtain these active compounds are also referred. Noteworthy, the molecular modification by the introduction of boronic acid group to bioactive molecules has shown to modify selectivity, physicochemical, and pharmacokinetic characteristics, with the improvement of the already existing activities. Besides, the preparation of compounds with this chemical group is relatively simple and well known. Taking into consideration these findings, this review reinforces the relevance of extending the studies with boronic acids in Medicinal Chemistry, in order to obtain new promising drugs shortly.

scholarly journals Crystal structure of (2′,3,6′-trichlorobiphenyl-2-yl)boronic acid tetrahydrofuran monosolvate

2015 ◽  
Vol 71 (12) ◽  
pp. 1471-1474 ◽  
Author(s):  
Krzysztof Durka ◽  
Tomasz Kliś ◽  
Janusz Serwatowski
Keyword(s):  
Boronic Acid ◽  
Halogen Bond ◽  
Solvent Molecule ◽  
Halogen Bonding ◽  
Acid Group ◽  
Compound C ◽  
Hydrogen Bonding Interactions ◽  
Phenyl Rings ◽  
Hydroxy Groups ◽  
Centrosymmetric Dimers

The title compound, C12H8BCl3O2·C4H8O, crystallizes as a tetrahydrofuran monosolvate. The boronic acid group adopts asyn–anticonformation and is significantly twisted along the carbon–boron bond by 69.2 (1)°, due to considerable steric hindrance from the 2′,6′-dichlorophenyl group that is locatedorthoto the boronic acid substituent. The phenyl rings of the biphenyl are almost perpendicular to one another, with a dihedral angle of 87.9 (1)° between them. In the crystal, adjacent molecules are linkedviaO—H...O interactions to form centrosymmetric dimers withR22(8) motifs, which have recently been shown to be energetically very favourable. The hydroxy groups are in ananticonformation and are also engaged in hydrogen-bonding interactions with the O atom of the tetrahydrofuran solvent molecule. Cl...Cl halogen-bonding interactions [Cl...Cl = 3.464 (1) Å] link neigbouring dimers into chains running along [010]. Further aggregation occurs due to an additional Cl...Cl halogen bond [Cl...Cl = 3.387 (1) Å].

scholarly journals Preparation of a magnetic and recyclable superparamagnetic silica support with a boronic acid group for immobilizing Pd catalysts and its applications in Suzuki reactions

RSC Advances ◽  
2021 ◽  
Vol 11 (53) ◽  
pp. 33692-33702
Author(s):  
Assefa Aschenaki ◽  
Fangfang Ren ◽  
Jia Liu ◽  
Wenqing Zheng ◽  
Qianyi Song ◽  
...  
Keyword(s):  
Magnetic Nanoparticles ◽  
High Activity ◽  
Boronic Acid ◽  
Acid Group ◽  
Pd Catalyst ◽  
Silica Support ◽  
Pd Catalysts ◽  
Suzuki Reactions

A novel, high activity and magnetic nanoparticles (Fe3O4@SiO2-APBA-Pd) catalyst was prepared. It is 8–15 nm with 0.2–0.6 nm Pd particles. It can be reused 7 runs and catalyze 14 kinds of Suzuki reactions.

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