New o-carboranyl-containing capping agents for d-metal tris-dioximates and first bis-C-carboranylboron-capped iron(II) clathrochelates: Synthesis and X-ray structure

Erdyakov, Sergey Yu.; Voloshin, Yan Z.; Макаренко, И. В.; Lebed, Ekaterina G.; Потапова, Т. В.; Игнатенко, А. В.; Вологжанина, Анна В.; Gurskii, M. E.; Bubnov, Yurii N.

doi:10.1016/j.inoche.2008.11.026

Cited by 23 publications

(4 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Sarver [11] used them for very precise chemical analytical measurements. Erdyakov et al [12] found these to have antimicrobial and fungicide effect. Babahan [13] showed that some vic-dioximes with aromatic hydrazone side groups (e.g.…”

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of novel [Fe(methylisopropylglyoximato)2(amine)2] mixed chelates

Várhelyi

Кузманн

Homonnay

et al. 2014

J Radioanal Nucl Chem

View full text Add to dashboard Cite

A series of novel [Fe(MeiPrGlyoxH) 2 (amine) 2 ] complexes have been synthesized [(MeiPrGlyoxH 2 = methylisopropylglyoxime, amine = 3,5-dimethylpyridine, 4-(dimethylamino)pyridine, 4-(phenylamino)phenol, 2-imidazolidone)] and characterized by 57 Fe Mössbauer, FTIR, UV-Vis spectroscopy, mass spectrometry, AFM and thermoanalytical methods. Quantum chemical (DFT) computations of [Fe(MeiPrGlyoxH) 2 (3,5-dimethyl-Py) 2 ] (Py = pyridine) complex were also performed. The square-planar structure of [Fe(MeiPrGlyoxH) 2 ] moiety is similar to that of [Fe(MeEtGlyoxH) 2 ]. The incorporation of branching alkyl chains (isopropyl) in the complexes alters the Fe-N bond length and results in high-spin iron(II) state.

show abstract

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of novel [Fe(methylisopropylglyoximato)2(amine)2] mixed chelates

Várhelyi

Кузманн

Homonnay

et al. 2014

J Radioanal Nucl Chem

View full text Add to dashboard Cite

show abstract

“…Close‐range conjugation of a carboranyl moiety to a 3‐coordinate boron has rarely been studied. Examples include o ‐carboranyl‐substituted boron dihalides or acids for use in materials [79,99–101] and more recent, crystallographic studies of C‐isopropyl‐ o ‐carborane‐organoboron derivatives with solid state geometries similar to 3‐coordinate boranes [102] . o ‐Carboranes substituted with C‐benzodiazaborolyl donor moieties were examined by photophysical, electrochemical, and spectroelectrochemical methods showing large Stokes shifts due to a substituent‐to‐cage charge transfer (CT) transition [8,103–105] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Structure of an o‐Carboranyl‐Substituted Three‐Coordinate Borane Radical Anion

Krebs

Haehnel

Krummenacher

et al. 2021

Chemistry A European J

View full text Add to dashboard Cite

Bis(1-(4-tolyl)-carboran-2-yl)-(4-tolyl)-borane [(1-(4-MeC 6 H 4 )-closo-1,2-C 2 B 10 H 10 -2-) 2 (4-MeC 6 H 4 )B] (1), a new bis(ocarboranyl)-(R)-borane was synthesised by lithiation of the ocarboranyl precursor and subsequent salt metathesis reaction with (4-tolyl)BBr 2 . Cyclic voltammetry experiments on 1 show multiple distinct reduction events with a one-electron first reduction. In a selective reduction experiment the corre-sponding paramagnetic radical anion 1 * À was isolated and characterized. Single-crystal structure analyses allow an indepth comparison of 1, 1 * À , their calculated geometries, and the S 1 excited state of 1. Photophysical studies of 1 show a charge transfer (CT) emission with low quantum yield in solution but a strong increase in the solid state. TD-DFT calculations were used to identify transition-relevant orbitals.

show abstract

“…Hybrid ditopic carboranoclathrochelates seem to be very prospective for the design of antiviral and antitumor prodrugs, including those for a binary drug -radio-therapy. A series of the iron(II) carboranoclathrochelates (Scheme 1) has been obtained using a Lewis acidity of ortho-carboranylboronic acids and their derivatives [29][30][31] and by a metal-catalyzed carboranylation of the corresponding halogenoclathrochelate precursor [32] as well, but in all the cases, the molecules of the obtained hybrid compounds contained an inherent carboranyl substituent(s).…”

Section: Introductionmentioning

confidence: 99%

Iron(II) Clathrochelate with Terminal Triple C≡C Bond and Its Carboranoclathrochelate Derivative with a Flexible Linker between the Polyhedral Cages: Synthesis and X‐Ray Structure

et al. 2019

Self Cite

View full text Add to dashboard Cite

Monopropargylamine iron(II) tris‐dioximate was easily prepared in a high yield using nucleophilic substitution of its monochloroclathrochelate precursor with propargylamine as a primary aliphatic amine N‐nucleophile in acetonitrile as a solvent. This complex with terminal C≡C group underwent a 1,3‐dipolar cycloaddition “click”‐reaction with ortho‐carborane‐1‐methylazide, thus giving a hybrid iron(II) carboranoclathrochelate with ortho‐carborane‐(12)‐[1,2,3]‐triazolmethylamine fragment in its ribbed substituent, the molecule of which contains two (i. e. clathrochelate and carborane) terminal cages. These complexes were characterized using elemental analysis, MALDI‐TOF mass, IR, UV‐Vis, 1H, 1H{11B}, 11B, 11B{1H}, 19F{1H} and 13C{1H} NMR spectra, and by single crystal X‐ray diffraction as well.

show abstract

New o-carboranyl-containing capping agents for d-metal tris-dioximates and first bis-C-carboranylboron-capped iron(II) clathrochelates: Synthesis and X-ray structure

Cited by 23 publications

References 24 publications

Preparation and characterization of novel [Fe(methylisopropylglyoximato)2(amine)2] mixed chelates

Preparation and characterization of novel [Fe(methylisopropylglyoximato)2(amine)2] mixed chelates

Synthesis and Structure of an o‐Carboranyl‐Substituted Three‐Coordinate Borane Radical Anion

Iron(II) Clathrochelate with Terminal Triple C≡C Bond and Its Carboranoclathrochelate Derivative with a Flexible Linker between the Polyhedral Cages: Synthesis and X‐Ray Structure

Contact Info

Product

Resources

About