Reaction of trimethylaluminum with crown ethers. The synthesis and structure of (dibenzo-18-crown-6)bis(trimethylaluminum) and of (15-crown-5)tetrakis(trimethylaluminum)

Atwood, Jerry L.; Hrncir, Duane C.; Shakir, Riz; Dalton, Michelle; Priester, Ralph D.; Rogers, Robin D.

doi:10.1021/om00068a002

Cited by 43 publications

(12 citation statements)

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“…In contrast, studies by Atwood et al. demonstrated that organoaluminum moieties greatly distorted oxygen-based crown ethers and forced them to assume an unusual exodentate conformation upon adduct formation. , …”

Section: Resultsmentioning

confidence: 95%

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

et al. 1998

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The reactions of two N/O mixed-donor crown ethers, 1,12,15-triaza-3,4:9,10-dibenzo-5,8-dioxacycloheptadecane (OenNdienH4) and 1,12-diaza-3,4:9,10-dibenzo-5,8-dioxacyclopentadecane (OenNtnH4) with MMe3 (M = Al, Ga) are reported. OenNdienH4 reacted with 3 equiv of AlMe3 to form (AlMe)(AlMe2)(OenNdienH4)(AlMe3) (1) which contains three different Me n Al groups: AlMe, AlMe2, AlMe3. OenNtnH4 reacted with 2 equiv of AlMe3 to afford (AlMe2)(OenNtnH4)(AlMe3) (2) containing two chemically inequivalent aluminum centers. However, the reaction of OenNdienH4 with GaMe3 in 1:3 ratio resulted in (OenNdienH4)2(GaMe2OH)4 (3). The (Me2GaOH)4 component contains an eight-membered Ga−O ring linked via four hydrogen bonds to two molecules of OenNdienH4 which interacts from opposite sides of the Ga4O4 ring. The reaction of OenNtnH4 with GaMe3 in 1:2 ratio produced (OenNtnH4)(GaMe2OH)3 (4), a one-dimensional hydrogen bonded system which incorporates one OenNtnH4 ligand and one nonplanar six-membered ring with alternating Ga and O atoms (GaMe2OH)3.

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Section: Resultsmentioning

confidence: 95%

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

et al. 1998

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“…Examination of the data shows that the C-Al distances in both complexes range from 1.984 (5) 22 adducts of trimethylaluminum.…”

Section: Resultsmentioning

confidence: 99%

“…Found: C, 41.61; H, 4.95. Preparation of [{TiBr(η 5 -C 5 Me 5 )}(μ-O){Ti(η 5 -C 5 Me 5 )}-(MeCBO 2 ){TiBr 2 (η 5 -C 5 Me 5 )}](22). Compound 11 (0.26 g, 0.29 mmol) was left stirring in 20 mL of toluene for 2 days at room temperature.…”

mentioning

confidence: 99%

Incorporation of Boron, Aluminum, and Gallium Derivatives into [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ₃-CR)] (R = H, Me)

et al. 2010

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The synthesis and characterization of a family of alkyl and halide adducts of group 13 elements (B, Al, Ga), containing the μ(3)-alkylidyne oxo derivative ligands [{Ti(η(5)-C(5)Me(5))(μ-O)}(3)(μ(3)-CR)] [R = H (1), Me (2)], are presented. The compounds are synthesized by Lewis acid-base reactions involving equimolecular amounts of 1 or 2 and alkyl [AlR'(3)] (R' = Me, Et, Ph) or halide derivatives [MX(3)] (M = B, X = Br; M = Al, X = Cl, Br, I; M = Ga, X = Cl, Br). The novel species [{E(3)M}(μ(3)-O)(μ-O)(2){Ti(η(5)-C(5)Me(5))}(3)(μ(3)-CR)] (3-8 and 11-21; R = H, Me; M = B, Al, Ga; E = alkyl, halide) exhibit coordination of 1 or 2 through one of the three oxygen atoms of the Ti(3)O(3) ring to the metal center. In the case of the reaction of 2 with 2 equiv of [AlMe(3)], the complex [{MeAl}(μ(3)-O)(3){Ti(η(5)-C(5)Me(5))}(3)(μ(3)-CCH(2-))] (9) containing the naked carbanion μ(3)-CCH(2-) was isolated with methane elimination. On the other hand, the derivative [{Br(3)B}(μ(3)-O)(μ-O)(2){Ti(η(5)-C(5)Me(5))}(3)(μ(3)-CMe)] (11) undergoes cleavage of the trinuclear structure to give [TiBr(η(5)-C(5)Me(5))}(μ-O){Ti(η(5)-C(5)Me(5))}(MeCBO(2)){TiBr(2)(η(5)-C(5)Me(5))}] (22). The crystalline structures of some of these products are also included in this paper.

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“…This has a pleasingly symmetrical SiI2 skeletal structure [represented in (30)]. The central Si4 ring is planar in contrast to the highly puckered Si, ring in compounds such as [(Me3C)MeSiI4.…”

Section: Ar2 Ar2 Armentioning

confidence: 99%

Chapter 12. Organometallic chemistry. Part (ii) Main-group elements

Kennedy¹

1982

Annu. Rep. Prog. Chem., Sect. B

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It is of interest to note here, incidently, that the unsubstituted silabarellene (25), like barellene itself, undergoes photochemical rearrangement to the 1 -silasemibullvalene (26). In contrast to semibullvalene itself, however, which undergoes a degenerate 3,3-shift at -150 "C with an activation energy of only 20 kJ mol-', the 1 -sila-species appears to be static, even at + 150 0C.40Returning to the sila-alkenes, however, it is obviously much more satisfactory to have stable species to examine, and in this regard 1982 has been an exciting year. The stable silaethylene [(Me3Si),Si=C(OSiMe3)(Cl0H15)3 (where CloH15 =

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Reaction of trimethylaluminum with crown ethers. The synthesis and structure of (dibenzo-18-crown-6)bis(trimethylaluminum) and of (15-crown-5)tetrakis(trimethylaluminum)

Cited by 43 publications

References 3 publications

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

Incorporation of Boron, Aluminum, and Gallium Derivatives into [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ₃-CR)] (R = H, Me)

Chapter 12. Organometallic chemistry. Part (ii) Main-group elements

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Reaction of trimethylaluminum with crown ethers. The synthesis and structure of (dibenzo-18-crown-6)bis(trimethylaluminum) and of (15-crown-5)tetrakis(trimethylaluminum)

Cited by 43 publications

References 3 publications

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

Synthesis and Structural Characterization of the Novel Compounds from the Reactions of Trimethylaluminum or Trimethylgallium with N,O-Donor Crown Ethers

Incorporation of Boron, Aluminum, and Gallium Derivatives into [{Ti(η5-C5Me5)(μ-O)}3(μ3-CR)] (R = H, Me)

Chapter 12. Organometallic chemistry. Part (ii) Main-group elements

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Incorporation of Boron, Aluminum, and Gallium Derivatives into [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ₃-CR)] (R = H, Me)