Preparation and properties of novel cyano and isocyano derivatives of borane and the tetrahydroborate anion

Győri, Béla; Emri, J.; Fehèr, Istvàn

doi:10.1016/0022-328x(83)80169-7

Cited by 46 publications

(40 citation statements)

References 23 publications

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“…À , [34,35] [HB(CN) 2 (C{NH} 2 )] 2À [36] (Table S1 and Figure S2 in 4 OH] is formed; [37] see the NMR spectroscopy data in Table S2 and structural data in Table S1 and Figure S3 in Table 2 with data calculated for the free dianion (for Raman spectra of the Li and Na salts, see There are seven Raman-active (all observed) and six IRactive (four observed) bands. The vibrational spectrum is disturbed by Fermi resonances in the regions around 2030 and 1100 cm À1 , and the E modes (n 6 , n 7 , n 9 , n 10 ) are split into two components.…”

Section: ) As Products [Hb(cn) 3 ]mentioning

confidence: 99%

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Bernhardt

Bernhardt‐Pitchougina²,

Willner

et al. 2011

Angew Chem Int Ed

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Section: ) As Products [Hb(cn) 3 ]mentioning

confidence: 99%

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Bernhardt

Bernhardt‐Pitchougina²,

Willner

et al. 2011

Angew Chem Int Ed

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“…The syntheses of salts of 2 and 3 known, so far, are summarized in Scheme . In 1983 the first syntheses for salts of both anions were reported . Na 3 ⋅2 dioxane was obtained starting from Na[BH 4 ] and Hg(CN) 2 .…”

Section: Introductionmentioning

confidence: 99%

“…Because of the byproducts mercury and HCN, this method is not applicable for the preparation of larger quantities of dicyanodihydridoborates. AgCN was applied as an alternative CN source and reacted with Me 2 S⋅BH n Br 3− n ( n= 1, 2) to give the corresponding silver isocyanohydridoborates Ag[BH n (NC) 4− n ] . These silver salts were converted into Na[BH n (NC) 4− n ] with sodium metal in the presence of benzophenone or in case of Ag[BH(NC) 3 ] sodium sulfide was used, as well .…”

Section: Introductionmentioning

confidence: 99%

Cyanohydridoborate Anions: Synthesis, Salts, and Low‐Viscosity Ionic Liquids

Bischoff

Drisch

Kerpen

et al. 2019

Chemistry A European J

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High‐yield syntheses up to molar scales for salts of [BH(CN)3]− (2) and [BH2(CN)2]− (3) starting from commercially available Na[BH4] (Na5), Na[BH3(CN)] (Na4), BCl3, (CH3)3SiCN, and KCN were developed. Direct conversion of Na5 into K2 was accomplished with (CH3)3SiCN and (CH3)3SiCl as a catalyst in an autoclave. Alternatively, Na5 is converted into Na[BH{OC(O)R}3] (R=alkyl) that is more reactive towards (CH3)3SiCN and thus provides an easy access to salts of 2. Some reaction intermediates were identified, for example, Na[BH(CN){OC(O)Et}2] (Na7 b) and Na[BH(CN)2{OC(O)Et}] (Na8 b). A third entry to 2 and 3 uses ether adducts of BHCl2 or BH2Cl such as the commercial 1,4‐dioxane adducts that react with KCN and (CH3)3SiCN. Alkali metal salts of 2 and 3 are convenient starting materials for organic salts, especially for low viscosity ionic liquids (ILs). [EMIm]3 has the lowest viscosity and highest conductivity with 10.2 mPa s and 32.6 mS cm−1 at 20 °C known for non‐protic ILs. The ILs are thermally, chemically, and electrochemically robust. These properties are crucial for applications in electrochemical devices, for example, dye‐sensitized solar cells (Grätzel cells).

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“…tBuCN [73] (Schema 1 b) À (n = 1, 2) [92] und einige Isocyanoderivate von Carboranen, [84] z. B. o-C 2 B 10 H 11 -3-NC, [93] 4 ], das sich bei 320 8C zu zersetzen beginnt, [9] aber weniger stabil als K[B (CN) 4 ], dessen Zersetzung erst bei 510 8C einsetzt.…”

Section: Alkalimetallsalze Des [(Cf 3 ) 3 Bc(o)f]unclassified

Trifluormethylborane und ‐borate – neue Synthesestrategien und Anwendungen

2007

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Mit der Synthese des [B(CF3)4]−‐Anions setzte eine neue Entwicklung im Bereich der Trifluormethylborchemie ein. Während die bisher beschriebenen (CF3)nB‐Derivate (n=1–3) ausschließlich durch die Übertragung von CF3‐Gruppen hergestellt wurden, gelang die Synthese des [B(CF3)4]−‐Anions durch die Fluorierung des [B(CN)4]−‐Anions mit ClF oder ClF3 in wasserfreier HF. Aufgrund seiner thermischen und chemischen Stabilität ist das [B(CF3)4]−‐Anion ein attraktives schwach koordinierendes Anion. In konzentrierter Schwefelsäure wird jedoch eine der vier CF3‐Gruppen zu einem CO‐Liganden solvolysiert und das neutrale Carbonylboran (CF3)3BCO erhalten. Es zeigte sich, dass diese Verbindung ein vielseitiger Synthesebaustein ist, und zahlreiche Reaktionen wurden inzwischen untersucht. Nucleophile addieren bevorzugt an das C‐Atom des CO‐Liganden. Beispiele neuer Derivate sind die Anionen [(CF3)3BCPnic]− (Pnic=N, P, As). Es ist aber auch ein Ligandenaustausch unter Abgabe von CO beispielsweise zu (CF3)3BNCH möglich. Schließlich ist (CF3)3BCO eine Komponente der konjugierten Brønsted‐Lewis‐Supersäure HF/(CF3)3BCO.

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Preparation and properties of novel cyano and isocyano derivatives of borane and the tetrahydroborate anion

Cited by 46 publications

References 23 publications

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Cyanohydridoborate Anions: Synthesis, Salts, and Low‐Viscosity Ionic Liquids

Trifluormethylborane und ‐borate – neue Synthesestrategien und Anwendungen

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Preparation and properties of novel cyano and isocyano derivatives of borane and the tetrahydroborate anion

Cited by 46 publications

References 23 publications

“Umpolung” at Boron by Reduction of [B(CN)4]− and Formation of the Dianion [B(CN)3]2−

“Umpolung” at Boron by Reduction of [B(CN)4]− and Formation of the Dianion [B(CN)3]2−

Cyanohydridoborate Anions: Synthesis, Salts, and Low‐Viscosity Ionic Liquids

Trifluormethylborane und ‐borate – neue Synthesestrategien und Anwendungen

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“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻