Reactions of anthracene anions with beryllium chloride

Berke, Carl M.; Streitwieser, Andrew

doi:10.1016/s0022-328x(00)93560-5

Cited by 16 publications

(3 citation statements)

References 31 publications

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“…The presence of 2,2,6,6-tetramethylpiperidine in the product mixture was confirmed by comparison of its spectral properties to a solution of commercially obtained 2,2,6,6-tetramethylpiperidine in C 6 D 6 . The presence of 9,9′,10,10′-tetrahydro-9,9′-bianthracene in the product mixture was confirmed by comparison of the resonances to reported values …”

Section: Methodssupporting

confidence: 54%

“…The presence of 9,9′,10,10′-tetrahydro-9,9′-bianthracene in the product mixture was confirmed by comparison of the resonances to reported values. 57 Synthesis of [(N(SiMe 3 ) 2 ) 3 U] 2 (μ-O) (3) from U(NR 2 ) 3 and 0.5 equiv of Me 3 NO. To a solution of U[N(SiMe 3 ) 2 ] 3 (0.103 g, 0.143 mmol) in pentane (2 mL) was added Me 3 NO (0.006 g, 0.080 mmol).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃

et al. 2012

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Addition of 1 equiv of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) to U(NR(2))(3) in hexanes affords U(O)(NR(2))(3) (2), which can be isolated in 73% yield. Complex 2 is a rare example of a terminal U(V) oxo complex. In contrast, addition of 1 equiv of Me(3)NO to U(NR(2))(3) (R = SiMe(3)) in pentane generates the U(IV) bridging oxo [(NR(2))(3)U](2)(μ-O) (3) in moderate yields. Also formed in this reaction, in low yield, is the U(IV) iodide complex U(I)(NR(2))(3) (4). The iodide ligand in 4 likely originates from residual NaI, present in the U(NR(2))(3) starting material. Complex 4 can be generated rationally by addition of 0.5 equiv of I(2) to a hexane solution of U(NR(2))(3), where it can be isolated in moderate yield as a tan crystalline solid. The solid-state molecular structures and magnetic susceptibilities of 2, 3, and 4 have been measured. In addition, the electronic structures of 2 and 3 have been investigated by density functional theory (DFT) methods.

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Section: Methodssupporting

confidence: 54%

Section: ■ Experimental Sectionmentioning

confidence: 99%

Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃

et al. 2012

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“…Subsequently, toluene was removed, and the solid residue was purified by silica gel column chromatography using 2–4% CH 2 Cl 2 in hexane, yielding 9,9′-bianthryl as a pale-yellow crystalline solid (6.6 g, 91%). Mp 311–315 °C (lit 314 °C ,, ); R f 0.47 in hexane; 1 H NMR (400 MHz, CD 2 Cl 2 ) δ 7.03 (ddd, J = 8.8, 1.2. 0.8 Hz, 4H, 1/1′/8/8′-H), 7.13 (ddd, J = 8.8, 6.6, 1.2 Hz, 4H, 2/2′/7/7′-H), 7.45 (ddd, J = 8.4, 6.6, 1.0 Hz, 4H, 3/3′/6/6′-H), 8.16 (ddd, J = 8.4, 0.8, 0.4 Hz, 4H, 4/4′/5/5′-H), 8.71 (s, 2H, 10/10′-H); 13 C NMR (100 MHz, CD 2 Cl 2 ) δ 125.4, 125.9, 126.6, 127.4, 128.7, 131.6, 131.7, 133.0.…”

Section: Experimental Sectionmentioning

confidence: 99%

Photoluminescence, Redox Properties, and Electrogenerated Chemiluminescence of Twisted 9,9′-Bianthryls

Natarajan

Schmittel

2013

J. Org. Chem.

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To study the dual emission (from locally excited and charge transfer states) of sterically crowded 9,9'-bianthryl (BAHO) and its 10,10'-disubstituted derivatives, namely, 10,10'-dibromo-9,9'-bianthryl (BABR), 10,10'-bis(p-tolylethynyl)-9,9'-bianthryl (BAET), and 10,10'-bis(N,N-diphenyl-4-anilino)-9,9'-bianthryl (BATA) in detail, we probed their photophysical, redox, and electrogenerated chemiluminescence (ECL) responses. Dual emission for all of the molecules was noticed in PL, whereas in ECL only charge transfer emission was observed over a variety of experimental conditions. The PL in nonpolar solvents is significantly influenced by added supporting electrolyte, yielding exclusively charge transfer emission as in ECL. The stability of ECL proved to depend largely on the nature of the substituent, with triarylamine and bromo groups imparting constant ECL intensity over more than 60 cycles.

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Triplet Di(9-anthryl)carbene Undergoes Trimerization

et al. 2000

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A large number of triplet carbenes have been characterized by electron paramagnetic resonance (EPR) spectroscopy. [1,2] The principal information extracted from EPR spectra of triplet carbenes in randomly oriented matrices are the zerofield splitting (ZFS) parameters D and E, where D is a measure of the number of the unpaired electrons and thus allows the amount of delocalization in a carbene with conjugated p systems to be determined, while E measures the difference in the magnetic dipole interaction and, when weighted by D, allows one to estimate the bond angle at the carbene center.Among the many triplet carbenes known, triplet di(9anthryl)carbene (1) is unique as it shows the smallest D (0.113 cm À1 ) and E (0.0011 cm À1 ) values ever reported. This C C

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Reactions of anthracene anions with beryllium chloride

Cited by 16 publications

References 31 publications

Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃

Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃

Photoluminescence, Redox Properties, and Electrogenerated Chemiluminescence of Twisted 9,9′-Bianthryls

Triplet Di(9-anthryl)carbene Undergoes Trimerization

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Reactions of anthracene anions with beryllium chloride

Cited by 16 publications

References 31 publications

Synthesis, Molecular and Electronic Structure of UV(O)[N(SiMe3)2]3

Synthesis, Molecular and Electronic Structure of UV(O)[N(SiMe3)2]3

Photoluminescence, Redox Properties, and Electrogenerated Chemiluminescence of Twisted 9,9′-Bianthryls

Triplet Di(9-anthryl)carbene Undergoes Trimerization

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Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃

Synthesis, Molecular and Electronic Structure of U^V(O)[N(SiMe₃)₂]₃