Mikro‐Elementaranalyse organischer Borverbindungen

Roth, Hubert

doi:10.1002/ange.19370503002

Cited by 23 publications

(9 citation statements)

References 14 publications

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“…13 support the purity, the obtained lower value of C can be because of incomplete combustion. 37,38 However, the purity was confirmed by 1 H and 13 C spectra. Synthesis of 2-(9-Borabicyclo[3.3.1]non-9-ylmethyl)-1methyl-1H-imidazole Dimer, 2.…”

Section: ■ Experimental Sectionsupporting

confidence: 64%

“…Found: C, 70.88; H, 10.01; N, 12.93. Similar to compound 1 , the elemental analysis values of H and N support the purity, and the obtained lower value of C can be because of incomplete combustion. , In this case also, the purity was confirmed by 1 H and 13 C spectra.…”

Section: Methodsmentioning

confidence: 99%

“…1 H NMR (CDCl 3 ): δ 6.63 (br s, 1H, imidazole CH), 6.33 (br s, 1H, imidazole CH), 3.45 (s, 3H, NMe), 2.52 (d, J = 13.6, 2H, CH 2 ), 2.19 (d, J = 13.6, 2H, CH 2 ), 1.94−1.26 (m, 26H, 9-BBN), 0.87 (s, 2H, 9-BNN). 13 37,38 In this case also, the purity was confirmed by 1 H and 13 C spectra.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Synthesis, Reactions, and Structures of Heterocycle-Tethered Boranes and Their Precursors

Subramaniyan

Mani

2017

Organometallics

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Heterocycle-tethered organoboranes generally dimerize by using the heteroatom present in them. When this does not take place, some interesting molecules or properties are bound to be observed. This is demonstrated in this work, as well. The lithium salt of 1,2-dimethylimidazole reacts with Et2B(OMe) or 9-BBN-OMe to give the air-stable intermolecular adduct of 2-(dialkylborylmethyl)-1-methylimidazole (alkyl = Et (1) and 9-BBN (2)) after treatment with BF3·OEt2. These two dimers exist in two stereoisomers: clockwise and counterclockwise, as shown by their X-ray structures. On the contrary, in the analogous reaction between the lithium salt of 1,3,5-trimethylpyrazole and Et2B(OMe) in the presence of BF3·OEt2, an air- and moisture-sensitive adduct, 1-(diethylborylmethyl)-3,5-dimethylpyrazole·BF2(OMe) (3), was isolated as a liquid in an excellent yield, instead of its dimer. Its structure is based on 1H, 19F, 11B, and HRMS methods and supported by anion binding studies. Consequently, the reactive neat liquid 3 decomposes in air to give the bicyclo[3.3.1]nonane-like neutral bicycle 4. Notably, a CH2Cl2 solution of 3 decomposes differently to give the OH-bridged cationic analogous bicycle 5. In addition, their precursors, [2-(diethylborylmethyl)-1-methylimidazole·LiOMe(1,2-dimethylimidazole)]2 6, [(1-(diethylborylmethyl)-3,5-dimethylpyrazole·LiOMe)2THF] 7, and [(1-(diethylborylmethyl)-3,5-dimethylpyrazole·LiOMe(DMAP)2] 8, were also isolated and structurally characterized. In the crystal lattices of structures of 4, 5, and 7, both enantiomers RR and SS are present.

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Section: ■ Experimental Sectionsupporting

confidence: 64%

Section: Methodsmentioning

confidence: 99%

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Synthesis, Reactions, and Structures of Heterocycle-Tethered Boranes and Their Precursors

Subramaniyan

Mani

2017

Organometallics

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“…Carbon values are too low, as organoboranes tend to form boron carbides as well as glassy boric acid with carbon enclaves during combustion. Addition of WO 3 reduces this effect …”

Section: Methodsmentioning

confidence: 89%

“…Calcd for C 23 H 43 B 2 N: C 77.8, H 12.2, N 3.9. Found: C 77.1, H 12.2, N 3.9, under addition of WO 3 and C 76.0 and 75.4 without addition of WO 3 due to boron carbide formation; all four measurements show precise values for H and N.…”

Section: Methodsmentioning

confidence: 99%

Dynamic Exchange in Intramolecular Lewis Pairs with Multiple Lewis-Acidic Functions

et al. 2017

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Hydroboration of allyldimethylamine, diallylmethylamine, triallylamine, and diallylmethylphosphane with dimeric 9-BBN yielded the corresponding singly, doubly, and triply Lewis-acid-functionalized intramolecular Lewis pairs. For the singly Lewis-acid-functionalized derivative Me2N(CH2)3-9-BBN no evidence for the existence of an equilibrium involving an open-chain form was found in solution. For the doubly and triply Lewis-acid-functionalized compounds Me3–x E[(CH2)3-9-BBN] x [E = N (x = 2, 3), P (x = 2)] a dynamic exchange of the free Lewis-acid functions with an intramolecular Lewis acid base complex was observed and investigated by variable-temperature NMR spectroscopy. The free energies of activation of the exchange processes were determined by the coalescence method and found to be lower for the Lewis-base component nitrogen than for phosphorus. To further understand the exchange process of the Lewis acids at the central Lewis base, transition states for two different exchange mechanisms were considered and searched for.

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A method for determining boron in cotton fabric

Liepins

1970

J of Applied Polymer Sci

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Mikro‐Elementaranalyse organischer Borverbindungen

Cited by 23 publications

References 14 publications

Synthesis, Reactions, and Structures of Heterocycle-Tethered Boranes and Their Precursors

Synthesis, Reactions, and Structures of Heterocycle-Tethered Boranes and Their Precursors

Dynamic Exchange in Intramolecular Lewis Pairs with Multiple Lewis-Acidic Functions

A method for determining boron in cotton fabric

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