Aluminum

Eisch, John J.

doi:10.1016/b978-008046519-7.00010-1

Cited by 23 publications

(10 citation statements)

References 267 publications

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“…On the other hand, the cyclization of ( Z )- 1a followed by deuteration exclusively formed the diastereomer of 2a - d : that is, 2a ′- d . Judging from the fact that spontaneous carboalumination proceeds in a syn -addition mode, the cyclization of ( E )- 1a would give u - 2a - d via ( E , E )- 4a and u - 5a . Similarly l - 2a - d would be formed from ( Z )- 1a via ( Z , E )- 4a and l - 5a .…”

Section: Resultsmentioning

confidence: 99%

Diisobutylaluminum Hydride Promoted Cyclization of o-(Trimethylsilylethynyl)styrenes to Indenes

2014

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The reaction of o-(trimethylsilylethynyl)styrenes with diisobutylaluminum hydride (DIBAL-H) provides 2-trimethylsilyl-1H-indenes efficiently. The cyclization mechanism involves regioselective hydroalumination of the alkynyl moiety, geometrical isomerization of the alkenylaluminums formed, and intramolecular carboalumination. With substrates bearing a 2-(trimethylsilyl)ethenyl group (R(1) = Me3Si, R(2) = R(3) = H), bis-silylated benzofulvenes are obtained upon treatment of the reaction mixture with an excess amount of benzaldehyde.

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Section: Resultsmentioning

confidence: 99%

Diisobutylaluminum Hydride Promoted Cyclization of o-(Trimethylsilylethynyl)styrenes to Indenes

2014

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“…Simple organoaluminum compounds have been shown to be dimeric in the solid state, and only a handful of monomeric, neutral three-coordinate aluminum complexes have been reported and structurally characterized. , We reasoned that, if carrying suitable initiating groups, these neutral, three-coordinate aluminum complexes would be ideal candidates for coordination ROP of heterocyclic monomers such as lactones and lactides due to their high Lewis acidity for effective monomer activation via σ-bond coordination between one of the monomer's heteroatoms and the three-coordinate, highly Lewis acidic aluminum center. Furthermore, for production of telechelic polymers, the initiating groups in a complex must be covalently linked together.…”

Section: Introductionmentioning

confidence: 99%

Neutral, Three-Coordinate, Chelating Diamide Aluminum Complexes: Catalysts/Initiators for Synthesis of Telechelic Oligomers and High Polymers

Chakraborty

Chen

2002

Organometallics

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Reaction of the bulky chelating diamine ligand ArNH(CH 2 ) 3 NHAr (Ar ) 2,6-i Pr 2 C 6 H 3 ) with AlMe 3 cleanly affords the monomeric, three-coordinate, chelating diamide aluminum complex [N ∩ N]AlMe (1). The isobutyl derivative [N ∩ N]Al i Bu (2) is prepared in the same manner using triisobutylaluminum. The Al/B alkyl/aryl ligand exchange between 1 and B(C 6 F 5 ) 3 in refluxing toluene cleanly produces the pentafluorophenyl-substituted derivative [N ∩ N]AlC 6 F 5 (3). Studies of model reactions between 1 and -caprolactone as well as analyses of low-molecularweight oligomers demonstrate the ability of 1 to produce telechelic oligomers. At high monomer/initiator ratios, all three complexes are active for ring-opening polymerization of -caprolactone and cyclohexene oxide, producing high-molecular-weight polymers. The isobutyl derivative 2 exhibits the highest activity for both polymerizations in this catalyst series and produces poly( -caprolactone) having a number-average molecular weight over 1,000,000 Da.

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“…The precursors Dipp*AlEt 2 ( 1 ) and DcpAlEt 2 ( 2 ) were obtained via standard procedures (eq ) in 48% and 47% yield as colorless crystalline solids. …”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Bulky Cationic Arylalkylaluminum Compounds

et al. 2011

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The cationic m-terphenyl-substituted organoaluminum compounds [Dipp*AlEt][CH6B11Cl6] (3; Dipp* = 2,6-(2,6-i-Pr2C6H3)2C6H3−), [DcpAlEt][CH6B11Cl6] (4; Dcp = 2,6-(2,6-Cl2C6H3)2C6H3−), [Dipp*AlEt][CH6B11I6] (5), and [DcpAlEt][CH6B11I6] (6) have been obtained by ethide elimination through trityl or preferably silylium salts from the precursors Dipp*AlEt2 (1) and DcpAlEt2 (2). The crystal structures of compounds 3−5 reveal the presence of cation−anion adducts involving two halides of the carborane anions, and the NMR spectroscopic data and solubility properties indicate such an interaction for 6. The interactions of the hexaiodocarborane anion with the [Dipp*AlEt]+ cation are stronger than those of the hexachlorocarborane anion. Interestingly, cation···anion contacts are preferred to intramolecular Al···Cl interactions in the Dcp species 4. Compound 4 forms the bis-amine adduct [DcpAlEt(NH2 t-Bu)2][CH6B11I6] (8) upon exposure to tBuNH2, and compounds 3 and 4 slowly catalyze the alkylation of benzene with 1-hexene. The compounds have been characterized by 1H, 13C, and 11B NMR spectroscopy and by X-ray crystallography in the case of 1−5, 7, and 8.

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Aluminum

Cited by 23 publications

References 267 publications

Diisobutylaluminum Hydride Promoted Cyclization of o-(Trimethylsilylethynyl)styrenes to Indenes

Diisobutylaluminum Hydride Promoted Cyclization of o-(Trimethylsilylethynyl)styrenes to Indenes

Neutral, Three-Coordinate, Chelating Diamide Aluminum Complexes: Catalysts/Initiators for Synthesis of Telechelic Oligomers and High Polymers

Synthesis and Characterization of Bulky Cationic Arylalkylaluminum Compounds

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