Hypervalent diorganoantimony(<scp>iii</scp>) fluorides via diorganoantimony(<scp>iii</scp>) cations – a general method of synthesis

Preda, Ana Maria; Raţ, Ciprian I.; Silvestru, Cristian; Lang, Heinrich; Rüffer, Tobias; Mehring, M.

doi:10.1039/c5ra21788a

Cited by 8 publications

References 36 publications

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Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction

Şuteu

Raţ

Silvestru

et al. 2020

Applied Organom Chemis

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The compounds [2‐(Me2NCH2)C6H4]2SbL (L = ONO2 (2), OSO2CF3 (3)) and [PhCH2N(CH2C6H4)2]SbL (L = ONO2 (5), OSO2CF3 (6)) were prepared by reacting [2‐(Me2NCH2)C6H4]2SbCl (1) and [PhCH2N(CH2C6H4)2]SbCl (4), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species 2–6 were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid‐state structures for compounds 2, 4 and 6, as well as for the hydrolysis ionic product [{2‐(Me2N+HCH2)C6H4}{2‐(Me2NCH2)C6H4}SbOH][CF3SO3]− (3h) were determined using single‐crystal X‐ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species 14‐Sb‐6 in 2 and 10‐Sb‐4 in the cation of 3h and in 4 and 6. Compounds 1–6 and the starting amines PhCH2NMe2 and PhCH2N(CH2C6H4Br‐2)2 were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds 1–6 resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen.

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Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction

Şuteu

Raţ

Silvestru

et al. 2020

Applied Organom Chemis

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Arsenic, Antimony and Bismuth

Coughlin¹,

Benjamin²

2021

Comprehensive Coordination Chemistry III

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Organometallic Compounds of Arsenic, Antimony and Bismuth

Cornellà

Pang

2022

Comprehensive Organometallic Chemistry IV

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Hypervalent diorganoantimony(iii) fluorides via diorganoantimony(iii) cations – a general method of synthesis

Abstract: A new general synthesis method for hypervalent diorganoantimony(iii) fluorides with pendant arm ligands is based on treatment with [Bu4N]F·3H2O of cationic species e.g. [{2-(2′,6′-iPr2C6H3NCH)C6H4}2Sb]+[PF6]− or [{2-(Me2NCH2)C6H4}PhSb]+[SbF6]−.

Cited by 8 publications

References 36 publications

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction

Arsenic, Antimony and Bismuth

Organometallic Compounds of Arsenic, Antimony and Bismuth

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Hypervalent diorganoantimony(iii) fluorides via diorganoantimony(iii) cations – a general method of synthesis

Abstract: A new general synthesis method for hypervalent diorganoantimony(iii) fluorides with pendant arm ligands is ​ based on treatment with [Bu4N]F·3H2O of ​ cationic species e.g. [{2-(2′,6′-iPr2C6H3NCH)C6H4}2Sb]+[PF6]− or [{2-(Me2NCH2)C6H4}PhSb]+[SbF6]−.

Cited by 8 publications

References 36 publications

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me2NCH2)C6H4]2SbL and [PhCH2N(CH2C6H4)2]SbL (L = Cl, ONO2, OSO2CF3). Synthesis, structure and catalytic behaviour in the Henry reaction

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me2NCH2)C6H4]2SbL and [PhCH2N(CH2C6H4)2]SbL (L = Cl, ONO2, OSO2CF3). Synthesis, structure and catalytic behaviour in the Henry reaction

Arsenic, Antimony and Bismuth

Organometallic Compounds of Arsenic, Antimony and Bismuth

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Abstract: A new general synthesis method for hypervalent diorganoantimony(iii) fluorides with pendant arm ligands is based on treatment with [Bu4N]F·3H2O of cationic species e.g. [{2-(2′,6′-iPr2C6H3NCH)C6H4}2Sb]+[PF6]− or [{2-(Me2NCH2)C6H4}PhSb]+[SbF6]−.

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction

Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me₂NCH₂)C₆H₄]₂SbL and [PhCH₂N(CH₂C₆H₄)₂]SbL (L = Cl, ONO₂, OSO₂CF₃). Synthesis, structure and catalytic behaviour in the Henry reaction