Darstellung und Ligandeneigenschaften eines 1.2.5-Azadiborolen-Derivates [1] / Synthesis and Ligand Properties of an 1,2,5-Azadiborolene Derivative [1]

Siebert, Walter; Schmidt, Hans; Full, Roland

doi:10.1515/znb-1980-0716

Cited by 15 publications

(1 citation statement)

References 5 publications

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und Cyclo-l-oxa-3.5-diaza-2.4.6-triborane (R' = 4-F-C6H4, CHs-SOa-; X = CH3) erhalten.Die Reaktion von Alkinen mit dem 3.5-Dimethyl-1.2.4-trithia-3.5-diborolan ist bereits früher [7] versucht worden; das erwünschte ZL 3 -1.2.5-Thiaborolen winde schließhch auf anderem Wege synthetisiert [8][9][10][11][12][13].

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Reaktionen von Mehrfachbindungssystemen mit dem 1.2.4-Trithia-3.5-diborolan-Ring / Reactions of Multiple Bond Systems with the 1,2,4-Trithia-3.5-diborolane Ring

Habben

Maringgele

Meiler

1982

Zeitschrift Für Naturforschung B

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3,5-Dibromo-1,2,4-trithia-3,5-diborolane reacts with alkynes to give ⊿4-2-bromo-1,3,2- dithiaborolenes. As a by-product in the reaction to form ⊿4-2-bromo-4-phenyl-1,3,2-dithiaborolene the ⊿2,5-4-bromo-2,6-diphenyl-l,4-thiaboracyclohexadiene is formed. Vinyltrimethylsilane reacts with 3,5-dimethyl-1,2,4-trithia-3,5-diborolane to yield the 2-methyl-4- trimethylsilyl-1,3,2-dithiaborolane. The bromine atom in these compounds can be substituted by lithium alkyls, by secondary as well as lithiated primary amines or by lithiohexamethyldisilazane. Starting from ⊿4-2-<-butylamino-4-phenyl-1,3,2-dithiaborolene and heterocycles containing boron bromine functions, diborylamines are obtained. Isocyanates and di-i-propylcarbodiimide, respectively, react with 3,5-dimethyl-1,2,4-trithia-3,5-diborolane by formation of 5-methyl-1,4-dithia-2-azacyclopentanethiones(3) or of -pentanones(3). 3,5-Dimethyl-1,2,4-trithia-3,5-diborolane reacts with o-acetylaminophenole to give 3-acetyl-2-methyi-4,5-benzo-l-oxa-3-aza-2-boracyclopentane. 1H, 11B, 13C NMR, mass and IR spectra are reported.

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Reaktionen von Mehrfachbindungssystemen mit dem 1.2.4-Trithia-3.5-diborolan-Ring / Reactions of Multiple Bond Systems with the 1,2,4-Trithia-3.5-diborolane Ring

Habben

Maringgele

Meiler

1982

Zeitschrift Für Naturforschung B

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Formation from Other Group‐IIIB Compounds

Schmid¹

1991

Inorganic Reactions and Methods

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Reaktionen der Azadiboriridine: Clusterbildung und Ringerweiterung

1991

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DiazatriborolidineReactions of the Azadiboriridines: Formation of Clusters and Ring Expansions* Nine bis(halobory1)amines 1 were synthesized by haloboration of iminoboranes RB = NR" with dihaloboranes RBHal, [R/R'/ R" = Et/iPr/tBu (1 b), Et/sBu/tBu (c), iPr/iPr/iPr (d), iPr/tBu/ iPr (e), tBu/Me/tBu (g), tBu/Et/tBu (h), tBu/Et/SiMe, (k), tBu/ tBu/SiMe, (l), tBu/Cl/tBu (n)]. The borane I n can be transformed into 1 o (R' = NMe2) by the reaction with Me,SiNMe2; an equilibrium between l o and the four-membered ring lo' is observed, lo' being formed from 1 o by intramolecular B -N coordination. On reduction with lithium, the nido-diazahexaboranes 3b-e, g, h are formed from the corresponding bis-(halobory1)amines 1. In the case of 3e, g, h, the ligands R and R are unsymmetrically distributed to axial and equatorial positions of the fragment structure derived from the pentagonal bipyramid. In particular cases, azadiboriridines of type 2 are either isolated or proven as intermediates on the way from 1 to 3. The three-membered ring of the known azadiboriridines 2i, m (R/R/R" = tBu/iPr/tBu, tBu/tBu/fBu) is expanded to the five-membered ring of the corresponding azadiborolines 4i, m by the reaction with 3-hexyne. The products 4i, m are reduced to the dilithium azadiborolinates Si, m by the action of lithium; the molecular structure of a closo-azadicarbadilithiaheptaborane is recognized in crystals of 5i. The threemembered ring of 2m is also expanded by the reaction with the iminoborane EtB = NtBu giving the diazatriborolidin 6m, which crystallizes in the space group P C U~~. Trialkylazadiboriridine (-RN-BR-BR-)1,2) gehen unerwartete Reaktionen ein: Sie dimerisieren z.T. schon bei tiefer Temperatur zu Hexaalkyl-nido-diazahexaboranen1T2), sie addieren die Lewissaure BH3 an die BB-Bindung unter Bildung von Trialkyl-nido-azatetraboran(6)'), und sie boroborieren das ungesattigte C-Atom von CO sowie unter Abspaltung von N2 das a-N-Atom organischer Azide3). Wir beschreiben hier die Synthese weiterer Bis(halogenbory1)-amine, ihre uber Azadiboriridine verlaufende Enthalogenierung rnit Alkalimetall zu nido-Diazahexaboranen sowie die Ringerweiterung eines Azadiboriridins rnit einem Alkin und einem Iminoboran. Darstellung von Bis(halogenbory1)aminenWir haben die Iminoborane iPrB = NiPr, RB = NtBu (R = Me, Et, iPr, tBu) und tBuB-NSiMe3 rnit jeweils einigcn der sechs Halogenborane BC13, MeBBrz und RBClz (R = Et, iPr, sBu, tBu) haloboriert und dabei nach G1. (1) in meist guten Ausbeuten neun neue Bis(halogenbory1)amine 1 erhalten. Im Diborylamin C1-B(tBu) -N(tBu) -BC12 (1 n) 1aBt sich eines der drei C1-Atome gezielt durch eine NMe2-Gruppe austauschen, wenn man I n nach G1.

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Darstellung und Ligandeneigenschaften eines 1.2.5-Azadiborolen-Derivates [1] / Synthesis and Ligand Properties of an 1,2,5-Azadiborolene Derivative [1]

Cited by 15 publications

References 5 publications

Reaktionen von Mehrfachbindungssystemen mit dem 1.2.4-Trithia-3.5-diborolan-Ring / Reactions of Multiple Bond Systems with the 1,2,4-Trithia-3.5-diborolane Ring

Reaktionen von Mehrfachbindungssystemen mit dem 1.2.4-Trithia-3.5-diborolan-Ring / Reactions of Multiple Bond Systems with the 1,2,4-Trithia-3.5-diborolane Ring

Formation from Other Group‐IIIB Compounds

Reaktionen der Azadiboriridine: Clusterbildung und Ringerweiterung

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