Fused-ring Borazines

Harris, James J.; Rudner, B.

doi:10.1021/jo01058a021

Cited by 13 publications

(15 citation statements)

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“…122 This suggests that boron-catalyzed cleavage of the methyl-oxygen bond occurs during the reaction, presumably by nucleophilic attack by chloride anion, leading to formation of the borazine. 122 Employing excess borane-dimethyl sulfide and chiral 1,2-amino alcohol 144 was necessary to form 145 in 80% yield (Scheme 73). In contrast, one equivalent of boranedimethyl sulfide was sufficient for formation of the aromatic analogue starting from o-aminophenol.…”

Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

“…Interestingly, even the reaction of o-anisidine and o-phenetidine with boron trihalide yields the corresponding polycyclic borazine. 122 This suggests that boron-catalyzed cleavage of the methyl-oxygen bond occurs during the reaction, presumably by nucleophilic attack by chloride anion, leading to formation of the borazine. 122 Employing excess borane-dimethyl sulfide and chiral 1,2-amino alcohol 144 was necessary to form 145 in 80% yield (Scheme 73).…”

Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

“…The boron precursors employed for these syntheses can include: tris(dimethylamino)borane, triisopropoxyborane, triethoxyborane, tris(propylthio)borane, boric acid, borane–dimethyl sulfide, boron trichloride, and boron tribromide. 6 12 , 120 121 122 The aromatic amines that serve as efficient precursors include aniline substituted at the ortho -position with amino, hydroxy, or mercapto groups. 6 12 , 120 121 122 Besides aromatic amines, 1,2- or 1,3-substituted bifunctional aliphatic amines such as aliphatic diamines, aliphatic N -monoalkylated amine, diamines, aliphatic amino alcohols, and aliphatic amino thiols also afford the corresponding polycyclic borazines under similar conditions.…”

Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

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Synthesis and Reactions of Borazines

Neogi

Szpilman

2021

Synthesis

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Given the wide array of current applications of borazine-based materials, synthetic access to these compounds is of importance. This review summarizes the many ways of preparing borazines and its carbo-substituted analogues. In addition, the functionalization of borazines is covered. The synthesis of molecules incorporating more than one borazine units as well as aspects of unsymmetrically substituted borazines are not included. The literature has been covered comprehensively until the end of 2020.

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Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

Section: Synthesis Of Polycyclic Borazines Containing One Borazine Ringmentioning

confidence: 99%

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Synthesis and Reactions of Borazines

Neogi

Szpilman

2021

Synthesis

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“…Dobijeni Dils-Alderov adukt se kiselo katalizovanim premeštanjem, a zatim hidrolizom hlorovodonič-nom kiselinom transformiše u piridoksin-hidrohlorid, komercijalnu formu vitamina B 6 [10,11,15].…”

Section: Sinteza Piridoksinaunclassified

Synthesis of B6 vitamin

Vucijak¹,

Petrovic²,

Bezbradica³

et al. 2009

Hem Ind

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The importance of vitamin B6 has been known since its discovery in the 1940's. Chemical tests, elestrometric titration determinations, and absorption spectrum studies showed that this vitamin exists in three major chemical forms: pyridoxine (an alcohol), pyridoxal (an aldehyde), and pyridoxamine (a primary amine). Vitamin B6 is needed for more than 100 enzymes involved in protein metabolism, and it is assumed that this vitamin is cofactor of metabolic processes more important than any other substance. A deficiency of vitamin B6 in the human diet leads to severe disorders. Vitamin B6 is necessary for the proper function of the immune and nervous system, and helps the body convert protein to energy. This paper describes the history, properties and applications of vitamin B6, elucidation of chemical structure, and different procedures for synthesis of pyridoxine and pyridoxamine

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“…u.). Die antisymmetrische Valenzschwingung des (SiF 6 ) 2± -Ions der Rasse F 1u tritt als starke Bande bei 721 cm ±1 auf, somit liegt sie im charakteristischen Bereich, der fu È r Hexafluorosilicate mit 700±750 cm ±1 angegeben wird [5]. Die antisymmetrische Valenzschwingung des (SiF 6 ) 2± -Ions der Rasse F 1u tritt als starke Bande bei 721 cm ±1 auf, somit liegt sie im charakteristischen Bereich, der fu È r Hexafluorosilicate mit 700±750 cm ±1 angegeben wird [5].…”

Section: Ergebnisseunclassified

[Ag12F(NPEt3)8]3+: Ein durch Fluorid gefüllter Metalla-Cryptand

Ackermann

Seybert

Massa

et al. 2000

Z. anorg. allg. Chem.

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Professor Herbert W. Roesky zum 65. Geburtstag gewidmet Inhaltsu È bersicht. [Ag 12 F(NPEt 3 ) 8 ](SiF 6 ) 1,5 (1) wird durch Reaktion von Silber(I)-fluorid mit dem silylierten Phosphanimin Me 3 SiNPEt 3 in Acetonitril synthetisiert und als farblose, licht-und feuchtigkeitsempfindliche Kristalle isoliert, die eingelagertes Acetonitril im Vakuum abgeben. 1´2,4 CH 3 CN wird durch das IR-Spektrum und eine Kristallstrukturanalyse charakterisiert. Raumgruppe Pa 3, Z = 8, Gitterkonstante bei 153 K: a = 2734,8(1) pm, R = 0,059. Die Verbindung besteht aus [Ag 12 F(NPEt 3 ) 8 ] 3+ -Kationen der Symmetrie C 3 , [SiF 6 ] 2± -Gegenionen und eingelagerten Acetonitrilmoleku È len ohne bindende Wechselwirkungen. Im Kation besetzen die Silberatome die Kanten und die N-Atome der Phosphaniminato-Gruppen (NPEt 3 ± ) die Ecken eines nahezu idealen Wu È rfels. Das in das Wu È rfel-Geru È st eingelagerte Fluorid-Ion ist von den 12 Silberatomen mit nahezu gleichen Absta È nden von im Mittel 304,7 pm umgeben.Abstract. [Ag 12 F(NPEt 3 ) 8 ](SiF 6 ) 1,5 (1) was obtained from the reaction of silver(I) fluoride with the silylated phosphaneimine Me 3 SiNPEt 3 in acetonitrile. It forms colorless, lightand hydrolysis-sensitive crystals, which incorporate acetonitrile that is lost in vacuo. 1´2,4 CH 3 CN was characterized by its IR spectrum and by X-ray crystal structure analysis. Space group Pa 3, Z = 8, a = 2734.8(1) pm at 153 K, R = 0.059. The compound consists of cations [Ag 12 F(NPEt 3 ) 8 ] 3+ (point group C 3 ), SiF 6 2± counter-ions and acetonitrile mole-cules which show no interactions. In the cation the silver atoms are located on the edges of a nearly undistorted cube and the N atoms of the phosphoraneiminato groups (NPEt 3 ± ) occupy the vertices. A fluoride ion in the center of the cube has contacts of nearly similar length to the 12 silver atoms (mean distance 304.7 pm).

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Fused-ring Borazines

Abstract: Fused-ring borazines are readily obtained from the reaction of trichloroor tribromoborane with aniline ortfto-substituted by amino, alkoxy, hydroxy, or mere apto groups. They are high melting compounds relatively insoluble in most solvents, and thermally stable to 300-400°.

Cited by 13 publications

References 0 publications

Synthesis and Reactions of Borazines

Synthesis and Reactions of Borazines

Synthesis of B6 vitamin

[Ag12F(NPEt3)8]3+: Ein durch Fluorid gefüllter Metalla-Cryptand

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