Reaction of AlR3 with [CPh3][B(C6F5)4]:  Facile Degradation of [B(C6F5)4]- by Transient “[AlR2]+”

and, Manfred Bochmann; Sarsfield, Mark J.

doi:10.1021/om980400j

Cited by 212 publications

(172 citation statements)

References 18 publications

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“…Young valve was heated at 60°C for 16 h. During that time, the phase separation disappeared and a pale-yellow solution was obtained. The NMR spectroscopic data are in accordance with the presence of two compounds, namely [(2,6-Dipp 2 C 6 H 3 )GaBu(C 6 F 5 )] (15) [34] and B(C 6 F 5 ) 3 . [14] + [CHB 11 Cl 11 ] -(11 mg, 12 µmol) in a 6:1 mixture of C 6 D 6 / C 6 D 5 Cl (0.6 mL) was treated with 1-octene (14 µmol, 2.4 µL) at room temperature.…”

Section: [(26-mes 2 C 6 H 3 )Gabu 2 ] (8)supporting

confidence: 71%

“…These compounds were identified by 1 H and 19 F NMR spectroscopy, the latter by comparison with an authentic sample and published data [35] and the former by the similarity of its 19 F NMR signals with those of the related (pentafluorophenyl)aluminum species [Me n Al(C 6 F 5 ) 3-n ]. [34] On the other hand, no change of the NMR spectra of the carborane salt [14] + [CHB 11 Cl 11 ] -was observed after heating at 68-70°C for 23 h, thereby indicating a surprisingly high stability of this compound. The difficulty of obtaining pure samples of any of the new ionic compounds may be illustrated by the fact that repeated attempts to crystallize [13] + -anions separated by benzene molecules.…”

Section: Cation Formationmentioning

confidence: 97%

“…[13] In keeping with an intermediate behavior, the 1 salts are susceptible to C 6 F 5 migration at elevated temperatures, a common occurrence for this anion in combination with strong Lewis acids. [34] For example, heating of a solution of [14] + [B(C 6 F 5 ) 4 ] -at 60°C for 16 h results in the clean formation of a 1:1 mixture of [(2,6-Dipp 2 C 6 H 3 )GaBu-(C 6 F 5 )] (15) and B(C 6 F 5 ) 3 . These compounds were identified by 1 H and 19 F NMR spectroscopy, the latter by comparison with an authentic sample and published data [35] and the former by the similarity of its 19 F NMR signals with those of the related (pentafluorophenyl)aluminum species [Me n Al(C 6 F 5 ) 3-n ].…”

Section: Cation Formationmentioning

confidence: 99%

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m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

et al. 2007

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The reaction of two or 3 equiv. of m‐terphenyllithium with MCl3 or AlH3·NMe3 (M = Al, Ga) affords the bis(terphenyl)aluminum and ‐gallium chloride compounds [{2,6‐(4‐tBuC6H4)2C6H3}2GaCl] (1), [{2,6‐(3,5‐Me2C6H3)2C6H3}2GaCl] (2), [{2,6‐(4‐tBuC6H4)2C6H3}3Ga] (3), [(2,6‐Mes2C6H3)2AlCl] (5), and [(2,6‐Mes2C6H3)2AlH] (7; Mes = 2,4,6‐Me3C6H2). While the gallium compounds can be obtained at room temperature, heating is required for the aluminum derivatives. The dibutyl compounds [(2,6‐Mes2C6H3)GaBu2] (8) and[(2,6‐Dipp2C6H3)GaBu2] (9; Dipp = 2,6‐iPr2C6H3) have also been synthesized by the reaction of m‐terphenyllithium with ClGaBu2. A metathesis reaction of 2 with Li[Al{OCH(CF3)2}4] gives the ionic species [(2,6‐Mes2C6H3)2Ga]+[Li{Al[OCH(CF3)2]4}2]– (11). The cationic butyl(terphenyl)gallium compounds [(2,6‐Mes2C6H3)GaBu]+ ([13]+) and [(2,6‐Dipp2C6H3)GaBu]+ ([14]+) have been prepared by butanide abstraction with the trityl salts of the weakly coordinating anions [B(C6F5)4]–, [CHB11Br6Me5]–, and [CHB11Cl11]–. These ionic species are stable at room temperature for days or weeks, although their combinations with the borate anion [B(C6F5)4]– suffer from C6F5 migration, which is slow at room temperature and faster at elevated temperatures. The compound [14]+[CHB11Cl11]– is stable at 70 °C for at least 23 h. Addition of 1‐octene to a solution of [14]+[CHB11Cl11]– in C6D6 results in olefin exchange and formation of the octyl species [(2,6‐Dipp2C6H3)Ga(octyl)]+ ([17]+), and a slow alkylation of the solvent to afford various octylbenzenes. Hydrolysis of 8 and [13]+[CHB11Br6Me5]– gives the compounds [{(2,6‐Mes2C6H3)GaBu(μ‐OH)}2] (10) and [(BuGa)4(μ‐OH)6]2+[CHB11Br6Me5]–2 (16). All compounds have been characterized by 1H and 13C{1H} NMR spectroscopy and mass spectrometry, and compounds 3, 5, 7, 10, and 16·4.5C6H6 have also been characterized by single‐crystal X‐ray crystallography. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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Section: [(26-mes 2 C 6 H 3 )Gabu 2 ] (8)supporting

confidence: 71%

Section: Cation Formationmentioning

confidence: 97%

Section: Cation Formationmentioning

confidence: 99%

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m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

et al. 2007

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“…6 With simple alkyl ligands, however, cleavage of an anion B-C 6 F 5 bond occurs. 7 Electrophilic attack by transient R 2 Al + was implicated.…”

mentioning

confidence: 99%

Et₂Al⁺ Alumenium Ion-like Chemistry. Synthesis and Reactivity toward Alkenes and Alkene Oxides

Kim¹,

Reed²,

Long³

et al. 2002

J. Am. Chem. Soc.

135

143

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Inert weakly coordinating carborane anions, CB11H6X6 - (X = Cl, Br), allow access to the long sought, highly electrophilic diethylaluminum moiety in Et2Al(CB11H6X6). X-ray crystallography reveals ion-like structural features reminiscent of the corresponding trialkylsilylium species. Et2Al(CB11H6X6) is a potent catalyst for the electrophilic ethenation of benzene, the polymerization of cyclohexene oxide, and the oligomerization of ethene to a low molecular weight, highly branched product.

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“…1). [12,13] Comparable exchange reactions have been observed between E(C 6 F 5 ) 3 (E ¼ Al, B) and MAO [14] and in the reaction of AlR 3 with [Ph 3 …”

Section: Introductionmentioning

confidence: 99%

¹⁹F NMR Investigations of the Reaction of B(C₆F₅)₃ with Different Tri(alkyl)aluminum Compounds

Janiak¹,

Lassahn²

2006

Macromolecular Symposia

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Business strategy publications about decision‐making have provided a large amount of information on decision‐making relating to market share, competitive advantage, managing change and achieving quality. Nevertheless, little research has been carried out on strategic environmental management. Four in‐depth case studies of environmental strategy formation and implementation in chemical/pharmaceutical companies in Ireland are presented here. A continuum describing the differing levels of strategic environmental management among the companies is developed. The dimensions for the continuum include attitude towards environmental management, compliance record, level of environmental training, environmental department structure and community relationship, among others. The findings suggest that environmentally proactive companies follow a decentralized or holistic approach to environmental management. Furthermore, these companies have developed an environmental philosophy which has been adopted throughout the organization. This philosophy is identified as environmental caring

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Reaction of AlR₃ with [CPh₃][B(C₆F₅)₄]: Facile Degradation of [B(C₆F₅)₄]^- by Transient “[AlR₂]⁺”

Cited by 212 publications

References 18 publications

m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

Et₂Al⁺ Alumenium Ion-like Chemistry. Synthesis and Reactivity toward Alkenes and Alkene Oxides

¹⁹F NMR Investigations of the Reaction of B(C₆F₅)₃ with Different Tri(alkyl)aluminum Compounds

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Reaction of AlR3 with [CPh3][B(C6F5)4]: Facile Degradation of [B(C6F5)4]- by Transient “[AlR2]+”

Cited by 212 publications

References 18 publications

m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

m‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations

Et2Al+ Alumenium Ion-like Chemistry. Synthesis and Reactivity toward Alkenes and Alkene Oxides

19F NMR Investigations of the Reaction of B(C6F5)3 with Different Tri(alkyl)aluminum Compounds

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Reaction of AlR₃ with [CPh₃][B(C₆F₅)₄]: Facile Degradation of [B(C₆F₅)₄]^- by Transient “[AlR₂]⁺”

Et₂Al⁺ Alumenium Ion-like Chemistry. Synthesis and Reactivity toward Alkenes and Alkene Oxides

¹⁹F NMR Investigations of the Reaction of B(C₆F₅)₃ with Different Tri(alkyl)aluminum Compounds