ChemInform Abstract: DARST. UND EINIGE CHEMISCHE EIGENSCHAFTEN VON C‐HALOGEN‐P‐CARBORANEN

Stanko, V. I.; Anorova, G. A.; Klimova, T. V.; Klimova, T. P.

doi:10.1002/chin.197114007

Cited by 4 publications

(5 citation statements)

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“…Solvents were removed under reduced pressure and the crude product (103 mg) was used directly in the next step. 1 In Figure S1, the S 2p and B 1s spectrum for monolayers of 5 are presented. The binding energy for S 2p (162.1 eV) corresponds to the thiolate-Au bond formed upon deprotonation of the thiol group, a clear signature for thiolate adsorption to Au.…”

Section: Closo-1-(3-iodobicyclo[111]pent-1-yl)-112-dicarbadodecabomentioning

confidence: 99%

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High-Band-Gap Polycrystalline Monolayers of a 12-Vertex p-Carborane on Au(111)

Wrochem¹,

Scholz²,

Gao³

et al. 2010

J. Phys. Chem. Lett.

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Experimental manipulations were carried out using standard vacuum and inert atmosphere techniques. All chemicals were obtained from Sigma-Aldrich and used as received. closo-1,12-Dicarbadodecaborane was purchased from Katchem Ltd., E. Krásnohorské 6, 110 00 Prague 1, Czech Republic. Diethyl ether and THF were dried over Na metal and NaK, respectively, and distilled fresh prior to use. Deuterated solvents were obtained from Cambridge Isotopes Laboratories and used as received. NMR spectra were recorded either on a Varian INOVA 500 spectrometer at 500 MHz or a Bruker Avance-III 300 spectrometer at 300 MHz. Chemical shifts are given in ppm with positive shifts downfield: all 1 H and 13 C chemical shifts were referenced relative to internal residual protons from a lock solvent. For 11 B decoupled 1 H NMR spectra, the decoupling was not complete and BH proton peaks did not integrate to expected values. The values listed are the actual values observed and the expected values are in brackets. IR spectra were recorded eith a Nicolet Nexus 670 FT-IR spectrophotometer either in KBr pellets or neat compound deposited onto a Ge window. Mass spectra were recorded using a Thermo Finnigan Polaris Q GC/MS instrument using a Phenomenex ZB-5ms general purpose column (30 m, 0.25 mm ID, 0.25 um film thickness, max. 320 ºC isotherm/340 ºC program) in electron impact (70 eV) ionization mode. Elemental analysis was performed by Columbia Analytical Services, 3860 S. Palo Verde Road, Suite 302, Tucson, AZ 85714. closo-1-Iodo-1,12-dicarbadodecaborane 1. The synthesis of 1 was adapted from a literature procedure. 1 To a flame-dried round bottom flask were added p-carborane (0.2 g, 1.39 mmol) and anhydrous diethyl ether (5 mL). The solution was stirred at room temperature under nitrogen while n-BuLi (1.6 M, 1.6 mmol, 1.0 mL) was added dropwise from a syringe. The reactants were stirred for

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Section: Closo-1-(3-iodobicyclo[111]pent-1-yl)-112-dicarbadodecabomentioning

confidence: 99%

“…The crude 1-iodo-p-carborane containing residual solvent was isolated by sublimation at 35 C as a white solid and used directly in the next step (0.25 g, 67%). 1…”

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confidence: 99%

High-Band-Gap Polycrystalline Monolayers of a 12-Vertex p-Carborane on Au(111)

Wrochem¹,

Scholz²,

Gao³

et al. 2010

J. Phys. Chem. Lett.

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“…In the deboronation of ortho-carboranes, the introduction of halogen atoms onto the carbon atoms of the carborane moiety accelerated the reaction; for example, 1,2-dichloroortho-carborane can be deboronated by treatment with neutral nucleophiles such as alcohol and water. 10 1-Bromo-orthocarborane (4) also reacted with pyridine, and the 1 : 2 adduct was isolated; its structure was assigned as 1-bromo-3,6-dipyrid-1-yl-ortho-carborane on the basis of IR spectroscopic analysis (Fig. 3).…”

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confidence: 99%

Identification of an intermediate in the deboronation of ortho-carborane: an adduct of ortho-carborane with two nucleophiles on one boron atom

et al. 2008

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“…The reaction of several C- and B-brominated 1,2-dicarba- closo -dodecaboranes with a variety of Lewis bases has also been described . Room-temperature cage opening of 1-methyl-2-cyano- o -carborane and 1,2-dichloro- o -carborane in methanol has also been reported. The mechanism of degradation is thought to involve an initial nucleophilic attack upon the 3 or 6 boron atom, which are the most electropositive boron atoms in the icosahedron.…”

Section: Introductionmentioning

confidence: 99%

Rapid Cage Degradation of 1-Formyl- and 1-Alkyloxycarbonyl-Substituted 1,2-Dicarba-closo-dodecaboranes by Water or Methanol in Polar Organic Solvents

Schaeck

Kahl

1998

Inorg. Chem.

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ChemInform Abstract: DARST. UND EINIGE CHEMISCHE EIGENSCHAFTEN VON C‐HALOGEN‐P‐CARBORANEN

Abstract: Aus o‐Carboran entsteht bei 700 ‐ 760°C ein Gemisch aus p‐ und m‐Carboran, 1‐Methyl‐o‐carboran liefert unter diesen Bedingungen 1‐Mehtyl‐p‐ und 1‐Methyl‐m‐carboran.

Cited by 4 publications

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High-Band-Gap Polycrystalline Monolayers of a 12-Vertex p-Carborane on Au(111)

High-Band-Gap Polycrystalline Monolayers of a 12-Vertex p-Carborane on Au(111)

Identification of an intermediate in the deboronation of ortho-carborane: an adduct of ortho-carborane with two nucleophiles on one boron atom

Rapid Cage Degradation of 1-Formyl- and 1-Alkyloxycarbonyl-Substituted 1,2-Dicarba-closo-dodecaboranes by Water or Methanol in Polar Organic Solvents

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