Synthesis and Structural Characterization of the Diborylated Organometallics 1,3-Bis(dibromoboryl)-1′,2′,3′,4′,5′-(pentamethyl)ferrocene and 1,3-Bis(dibromoboryl)cymantrene

Eckensberger, U. David; Kunz, Kerstin; Bolte, Michael; Lerner, Hans‐Wolfram

doi:10.1021/om700995q

Cited by 13 publications

(13 citation statements)

References 63 publications

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“…Cym † (BBr 2 ) 2 : Cym † (BBr 2 ) 2 was prepared by a modified literature procedure 12. BBr 3 (15 mL, 154 mmol) was added to cymantrene (4.20 g, 21.0 mmol), and the reaction mixture was subsequently heated at 120 °C for 48 h in an oil bath.…”

Section: Methodsmentioning

confidence: 99%

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Synthesis, Coordination Behavior, and Reduction Chemistry of Cymantrenyl‐1,3‐bis(2,3,4,5‐tetraphenyl)borole

Braunschweig

Damme

Gamon

et al. 2012

Chemistry A European J

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We describe the synthesis of base-free bisborole [Cym(†)(BC(4)Ph(4))(2)]-Cym(†)=(OC)(3)Mn(η(5)-C(5)H(3))-and its transformation into two fully characterized Lewis acid-base adducts with pyridine bases of the type 4-R-NC(5)H(4) (R=tBu, NMe(2)). The results of electrochemical, as well as NMR and UV/Vis spectroscopic studies on [Cym(†)(BC(4 Ph(4))(2)] and the related monoborole derivative [Cym(BC(4)Ph(4))]-Cym=(OC)(3)Mn(η(5)-C(5) H(4))-provided conclusive evidence for 1) the enhanced Lewis acidity of the two boron centers that result from conjugation of two borole fragments, and 2) the fact that Mn-B bonding interactions between the Lewis acidic borole moieties and the Mn center are considerably less pronounced for bisborole [Cym(†)(BC(4)Ph(4))(2)]. In addition, the reduction chemistry of [Cym(†)(BC(4)Ph(4))(2)] has been studied in detail, both electrochemically and chemically. Accordingly, chemical reduction of [Cym(†)(BC(4)Ph(4))(2)] with magnesium anthracene afforded the corresponding tetraanion, which features a rare Mg-OC bonding mode in the solid state.

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Section: Methodsmentioning

confidence: 99%

“…) 2 was prepared by a modified literature procedure. [12] BBr 3 (15 mL, 154 mmol) was added to cymantrene (4.20 g, 21.0 mmol), and the reaction mixture was subsequently heated at 120 8C for 48 h in an oil bath. After cooling to ambient temperatures, the reaction mixture was filtered and excess BBr 3 was removed in vacuo.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Coordination Behavior, and Reduction Chemistry of Cymantrenyl‐1,3‐bis(2,3,4,5‐tetraphenyl)borole

Braunschweig

Damme

Gamon

et al. 2012

Chemistry A European J

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“…Electrophilic aromatic substitution chemistry also provides the underpinning synthetic entry point into one class of 1,3-disubstituted ferrocene. Thus, the ability to introduce two BBr 2 groups onto a single cyclopentadienyl ring under more forcing conditions can be exploited in the case of pentamethylferrocene to generate 1′,2′,3′,4′,5′-pentamethyl-1,3-bis(dibromoboryl)ferrocene, 1,3-fc*(BBr 2 ) 2 ; subsequent conversion into the bis(dimesitylboryl) compound 1,3-fc*(BMes 2 ) 2 ( 2 ; Scheme ) can be effected by employing the same methodology as used for 1a . 2 has been characterized by standard spectroscopic and analytical techniques and by single-crystal X-ray diffraction (Figure ).…”

Section: Resultsmentioning

confidence: 99%

Syntheses and Anion Binding Capabilities of Bis(diarylboryl) Ferrocenes and Related Systems

et al. 2013

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Isomeric diborylated ferrocenes featuring 1,1′-, 1,2-, and 1,3-substitution patterns have been targeted via a combination of electrophilic aromatic substitution and directed ortho-lithiation protocols. While none of these systems are competent for the Lewis acid chelation of fluoride, related systems featuring a mixed B/Si acceptor set capture 1 equiv of fluoride via a Si−F−B bridging motif.

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“…Indeed, it is well known that incorporation of boron at atomic scale in polycarbosilane allows improving silicon carbide (SiC) sintering and SiC crystallization rate [ 140 ]. When boron is incorporated into PFS to form ferrocenylboranes [ 141 , 142 , 143 , 144 ], ferrocenylborane polymers [ 145 , 146 , 147 , 148 , 149 ] and ferrocene-containing poly(boro)-carbosilanes [ 150 ], multifunctional ceramics with tailorable magnetic properties and high-temperature resistance can be achieved under suitable pyrolysis conditions.…”

Section: Preceramic Polymersmentioning

confidence: 99%

Ceramic Nanocomposites from Tailor-Made Preceramic Polymers

et al. 2015

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The present Review addresses current developments related to polymer-derived ceramic nanocomposites (PDC-NCs). Different classes of preceramic polymers are briefly introduced and their conversion into ceramic materials with adjustable phase compositions and microstructures is presented. Emphasis is set on discussing the intimate relationship between the chemistry and structural architecture of the precursor and the structural features and properties of the resulting ceramic nanocomposites. Various structural and functional properties of silicon-containing ceramic nanocomposites as well as different preparative strategies to achieve nano-scaled PDC-NC-based ordered structures are highlighted, based on selected ceramic nanocomposite systems. Furthermore, prospective applications of the PDC-NCs such as high-temperature stable materials for thermal protection systems, membranes for hot gas separation purposes, materials for heterogeneous catalysis, nano-confinement materials for hydrogen storage applications as well as anode materials for secondary ion batteries are introduced and discussed in detail.

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Synthesis and Structural Characterization of the Diborylated Organometallics 1,3-Bis(dibromoboryl)-1′,2′,3′,4′,5′-(pentamethyl)ferrocene and 1,3-Bis(dibromoboryl)cymantrene

Cited by 13 publications

References 63 publications

Synthesis, Coordination Behavior, and Reduction Chemistry of Cymantrenyl‐1,3‐bis(2,3,4,5‐tetraphenyl)borole

Synthesis, Coordination Behavior, and Reduction Chemistry of Cymantrenyl‐1,3‐bis(2,3,4,5‐tetraphenyl)borole

Syntheses and Anion Binding Capabilities of Bis(diarylboryl) Ferrocenes and Related Systems

Ceramic Nanocomposites from Tailor-Made Preceramic Polymers

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