ChemInform Abstract: Synthesis and Structures of 9,10‐Dihydro‐9,10‐diboraanthracene Derivatives.

Mueller, P.; Huck, S.; Koeppel, H.; Pritzkow, Hans; Siebert, Walter

doi:10.1002/chin.199610230

Cited by 2 publications

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“…In stark contrast, the 11 B NMR spectra revealed a nearly quantitative conversion of 4 (δ B = 32) into a new boron-containing compound showing a resonance at δ B = 26, which falls in the expected range of borirenes . Remarkably, the 11 B NMR peak at 26 ppm clearly differs from those of 9,10-diamino-9,10-diboraanthracene ( DBA ) derivatives (δ B = 41–42), thus excluding the dimerization of the desired B -amino benzoborirene 7 . Furthermore, the 1 H NMR spectra displayed a singlet at δ H = 5.92 for Cp 2 ZrBr 2 , one set of naphthalene-like signals in the aromatic range, and a singlet at δ H = 0.4 for the TMS groups, with the integration ratio of 2:2:18, which can be perfectly assigned to benzoborirene 7 , which is isoelectronic to alkylidenecycloproparene .…”

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confidence: 80%

Solution-Phase Synthesis of a Base-Free Benzoborirene and a Three-Dimensional Inorganic Analogue

et al. 2020

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The base-free benzoborirene 1,2-BR-1,2-C6H4 (7) and its three-dimensional inorganic analogue 1,2-BR-1,2-C2B10H10 (13) have been successfully synthesized by Cp2ZrBr2 and LiCl elimination, respectively. The Cl analogue of the key intermediate for the formation of benzoborirene 7 has been isolated and structurally characterized, thus suggesting the reaction pathway via benzyne Zr complex formation, B–Br/Cbenzyne–Zr σ-bond metathesis, and a Cp2ZrBr2 elimination/ring-closing process. The rationality of the reaction pathway has been confirmed by DFT calculations. In addition, the title compounds shared the same reactivity pattern (i.e., 1,3-silyl migration) toward MeIiPr (8), thus allowing for the synthetic approach to the first carborane-substituted iminoborane 14.

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confidence: 80%

Solution-Phase Synthesis of a Base-Free Benzoborirene and a Three-Dimensional Inorganic Analogue

et al. 2020

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“…In our efforts to develop new platforms for the redox activation of small molecules, we have developed an interest in ligands containing the 9,10-dihydro-9,10-diboraathracene (DBA) unit, as it combines intrinsic redox activity and the ability to serve as a Z-type ligand to transition metals. DBA-based molecules have garnered interest as components in organic optoelectronics and have thus been the subject of extensive studies on their synthesis and physical properties, including their redox chemistry .…”

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confidence: 99%

Copper and Silver Complexes of a Redox-Active Diphosphine-Diboraanthracene Ligand

et al. 2018

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Redox-active ligands and Z-type acceptor ligands have emerged as promising strategies for promoting multielectron redox chemistry at transition-metal centers. Herein, we report the synthesis and characterization of copper and silver complexes of a diphosphine ligand featuring a d i b o r a a n t h r a c e n e c o r e ( B 2 P 2 , 9,10-bis(2-(diisopropylphosphino)phenyl)-9,10-dihydroboranthrene) that is capable of serving as both a redox reservoir and a Ztype ligand. Metalation of B 2 P 2 with CuX (X = Cl, Br, I) results in the formation of bimetallic complexes of the formula (B 2 P 2 )Cu 2 X 2 of two different structure types, depending on the halide. The Cu(I) cation [Cu(B 2 P 2 )] + can be accessed by direct metalation of B 2 P 2 with [Cu(CH 3 CN) 4 ][PF 6 ] or by halide abstraction with Na[BAr F 4 ] (Ar F = 3,5-bis(trifluoromethyl)phenyl) with concomitant expulsion of CuX from the bimetallic Cu 2 X 2 complexes. Metalation of B 2 P 2 with AgCl results in the formation of the zwitterion Ag(B 2 P 2 )Cl featuring a diphosphine Ag cation tethered to a chloroborate anion. Metathesis of chloride for the noncoordinating [BAr F 4 ] − affords the cation [Ag(B 2 P 2 )] + . The cations [Cu(B 2 P 2 )]+ and [Ag(B 2 P 2 )] + exhibit quasireversible reduction events at ∼ −1.6 V versus the ferrocene/ferrocenium redox couple, and the thermally sensitive radicals that result from their reduction, Cu(B 2 P 2 ) and Ag(B 2 P 2 ), were characterized by EPR spectroscopy and, in the case of the latter, singlecrystal X-ray diffraction. Electronic structure calculations suggest these neutral radicals are best described as zwitterions with reduction centered at the diboraanthracene core.

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ChemInform Abstract: Synthesis and Structures of 9,10‐Dihydro‐9,10‐diboraanthracene Derivatives.

Cited by 2 publications

References 1 publication

Solution-Phase Synthesis of a Base-Free Benzoborirene and a Three-Dimensional Inorganic Analogue

Solution-Phase Synthesis of a Base-Free Benzoborirene and a Three-Dimensional Inorganic Analogue

Copper and Silver Complexes of a Redox-Active Diphosphine-Diboraanthracene Ligand

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