Chemical Evidence for the Structure of the “Diammoniate of Diborane.” II. The Preparation of Ammonia-Borane

Shore, Sheldon G.; Parry, R. W.

doi:10.1021/ja01534a003

Cited by 121 publications

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“…Only CH 2 Cl 2 proved to be a suitable solvent. The spectrum of the dissolved part of the precipitate shows a 27 Al NMR signal at δ = 106.4 ppm (h 1/2 = 25 Hz), which is typical for AlCl 4 -, and a broad weak signal around 26.8 ppm, which is due to a hexacoordinate Al species.…”

Section: The Formation Of a Spirocyclic Diboronium Cation As Its Tetrmentioning

confidence: 99%

“…[28] The 27 Al NMR spectrum of the solution shows signals at 68.0 and 31.9 ppm (broad) as well as a group of signals with peaks at 80.4, 92.2, and 104.4 ppm. The sharp signal at 104.4 ppm arises from AlCl 4 -. [29] The others are indicative of a mixture of AlCl 4-n -(NMe 2 ) n -anions.…”

Section: The Formation Of a Spirocyclic Diboronium Cation As Its Tetrmentioning

confidence: 99%

“…Two structures were favored, [NH 4 4 . [2] The classical papers by Parry and Shore [2][3][4][5][6][7] revealed that the latter structure is correct.…”

Section: Introductionmentioning

confidence: 99%

“…Compound 4 possesses a high proton affinity as was already demonstrated for the ready synthesis of the related 2,2Ј-dipyridylbis(dimethylamino)boronium salt. [19] A possible alternative synthesis for compound 2 is shown in Equation (4). The components, 6 and ClB(NMe 2 ) 2 , react readily with the formation of chlorotrimethylsilane, but again the product is 4 [Equation (5)].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Structures of Two New Types of Boronium Salts

Braun

Nöth

2007

Eur J Inorg Chem

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Transamination of di(pyrid‐2‐yl)amine (1) with B(NMe2)3 leads to the isomeric heterocyclic bis(dimethylamino)boryl compound 4 and not to bis(dimethylamino)di(pyrid‐2‐yl)aminoborane (2). B(NMe2)3 reacts with aniline (1:2 ratio) to yield a 1:1 mixture of B(NHPh)3 and (Me2N)2BNHPh. Transamination of this mixture with 1 yields the anilinodimethylamino analogue of 4 (compound 7). Compound 4 reacts with CHCl3 to generate the boronium salt 5 by the abstraction of HCl from CHCl3 and addition of HCl to one of the dimethylamino groups. Compound 5 crystallizes with 4 molecules of CHCl3. Compound 4 is attacked by AlCl3 in toluene to give a mixture of unidentified products from which the tetrachloroaluminate of a new type of spirocyclic diboronium cation, 8, was isolated and characterized by X‐ray crystallography. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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Section: The Formation Of a Spirocyclic Diboronium Cation As Its Tetrmentioning

confidence: 99%

Section: The Formation Of a Spirocyclic Diboronium Cation As Its Tetrmentioning

confidence: 99%

“…Two structures were favored, [NH 4 4 . [2] The classical papers by Parry and Shore [2][3][4][5][6][7] revealed that the latter structure is correct.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Structures of Two New Types of Boronium Salts

Braun

Nöth

2007

Eur J Inorg Chem

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“…[37][38][39][40] It is more dense than liquid hydrogen, and has been proposed for use as a hydrogen storage medium. It can be stored at room temperature and pressure relatively safely, and hydrogen is released upon heating.…”

Section: ·1 Hydrogen Released From Ammonia Boranementioning

confidence: 99%

The Use of a Milli-whistle as a Detector in Gas Analysis by Gas Chromatography

Lin

et al. 2014

ANAL. SCI.

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Boron–Nitrogen Compounds, Organic

Manning¹,

Griffin²

2000

Kirk-Othmer Encyclopedia of Chemical Technology

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There are four classes of B–N compounds. Amine boranes, R 3 B–NR′ 3 , have the nitrogen atom which supplies both electrons in the B–N bond; these are isoelectronic with alkanes, R 3 C–CR′ 3 . Aminoboranes, , have a covalent bond between B and N. These are isoelectronic with alkenes, . Iminoboranes, , have a two‐coordinate boron interacting with the nitrogen via a triple bond; these are isoelectronic with alkynes, . Borazines, , are cyclic compounds containing alternating tricoordinate boron and nitrogen atoms. Borazines are isoelectronic with benzene, C 6 H 6 . Amine–borane adducts have the general formula where , alkyl, etc, and , H, halogen, etc. These compounds, characterized by a coordinate covalent bond between boron and nitrogen, form a class of reducing agents having a broad spectrum of reduction potentials. Amine boranes are usually colorless, crystalline compounds which exhibit sharp melting points and thermal stability when pure. The aminoboranes are characterized by a normal covalent bond between boron and nitrogen in which an electron from each atom is shared. There exists a wide variety of aminoborane compounds; among those that have been thoroughly investigated are the monoaminoboranes X 2 BNR 2 , bisaminoboranes XB(NR 2 ) 2 , and trisaminoboranes B(NR 2 ) 3 . The substituents X and R may vary widely, but generally R is an alkyl or aryl group, or hydrogen, whereas X can represent a rather wide variety of atoms or groups. One of the more common routes for the synthesis of aminoboranes involves the aminolysis of the appropriate boron halide. Monoaminoboranes readily undergo association. The monomers are generally liquids or low melting solids, whereas the dimers and trimers are crystalline solids. Aminoboranes have been used as ligands in complexes with transition metals. The reduction of (alkylamino)haloboranes using hydride reagents can provide a convenient route to (alkylamino)boranes. Iminoboranes, SBNR, are isoelectronic with alkynes, XCCR. The polarity of the B–N bond makes iminoboranes much more reactive than the analogous SCCR species. Polar compounds add to iminoboranes, provided the addition proceeds more rapidly than oligomerization of . In an analogous fashion to the hydroboration reaction, a variety of boron‐containing substrates react with iminoboranes. The largest and most extensively studied family of boron–nitrogen compounds is that of the borazines, characterized by a six‐membered ring system containing alternating boron and nitrogen atoms. Because borazine is isoelectronic and isostructural with benzene, it has been called inorganic benzene. Borazines are liquids or crystalline solids depending on the substitution pattern. Most are sensitive to moisture and must be handled in an inert atmosphere. Borazines undergo addition reactions rather than electrophilic substitution reactions typical of benzene compounds. Borazine is slowly hydrolyzed by water at ambient or higher temperatures to boric acid. Miscellaneous reactions of borazines include photolysis and complex formation. Organic boron–nitrogen compounds have not found extensive usage, and therefore very few are manufactured on a large scale. Borazines, particularly polymeric compounds, have been extensively investigated as preceramic materials from which coatings and fibers of boron nitride can be produced upon thermolysis. B ‐Aryl and halogeno–amino borazines are reported to have seen use as fire retardants in cotton and nylon textiles. Other reported uses for borazines are as epoxy resin catalysts, polymerization inhibitors of unsaturated alcohols and esters, and catalysts for polymerization of alkenes.

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Chemical Evidence for the Structure of the “Diammoniate of Diborane.” II. The Preparation of Ammonia-Borane

Cited by 121 publications

References 0 publications

Synthesis and Structures of Two New Types of Boronium Salts

Synthesis and Structures of Two New Types of Boronium Salts

The Use of a Milli-whistle as a Detector in Gas Analysis by Gas Chromatography

Boron–Nitrogen Compounds, Organic

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