Redox-Untersuchungen an Jodboranen, XV / Redox-Studies on Iodoboranes, XV

Siebert, Walter; Schaper, Klaus-Juergen; Asgarouladi, Bagher

doi:10.1515/znb-1974-9-1015

Cited by 13 publications

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“…The related saturated systems, the multiply 1,3,2diazaborolidine-functionalized arenes 4a-4d result from the reaction of 1a-1d with the required equivalents of N,N -di-tertbutylethane-1,2-diamine in the presence of NEt 3 in boiling hexane (4a,b) or in toluene at 80 • C (4c,d). Analogously compound 4e was prepared from 1,3-bis(diiodoboryl)benzene 1e, 11 13 underlining the fact that the substitution pattern of the arene spacer has no influence on the chemical shift of the boron nuclei. In the 1 H NMR spectra of the diazaboroles 3a-3d the protons at the C=C double bond of the heterocycle were observed as singlets at d = 6.36-6.49, the corresponding carbon atoms in the 13 C{ 1 H} NMR spectrum appeared as singlets at d 112.8-113.0.…”

Section: Resultsmentioning

confidence: 99%

“…All solvents were dried by standard methods and freshly distilled prior use. The compounds 1,4-bis(dibromoboryl)benzene, 9 1,3-bis(dibromoboryl)benzene, 9 1,3-bis(diiodoboryl)benzene, 11 1,3,5-tris(dibromoboryl)benzene, 9 The electrochemical experiments were performed with a PAR Model 270A instrument and the relevant software (Model 270). A system of microelectrodes with a three-electrode array was used.…”

Section: Experimental General Proceduresmentioning

confidence: 99%

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Syntheses, structures, luminescence and electrochemistry of benzene- and biphenyl-centered bis- and tris-1,3,2-diazaboroles and -1,3,2-diazaborolidines

et al. 2006

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Reaction of 1,4-bis(dibromoboryl)benzene (1a) with 2 equiv. of the diazabutadiene tBuN=CH-CH=NtBu and subsequent reduction of the obtained bis(1,3,2-diazaborolium)salt 2a with sodium amalgam afforded the 1,4-bis(1,3,2-diazaborolyl)benzene 3a. Similarly, 1,3-bis(dibromoboryl)benzene (1b), 1,3,5-tris(dibromoboryl)benzene (1c) and 4,4'-bis(dibromoboryl)biphenyl (1d) were converted into compounds 3b, 3c and 3d which contain two or three diazaborolyl substituents at the arene core. Treatment of precursors 1a,b,d with two equiv. or with three equiv. of N,N'-di-tert-butylethane-1,2-diamine in the presence of an excess of NEt3 gave rise to the diazaborolidine derivatives 4a-4d. Reaction of 1,3-bis(diiodoboryl)benzene with two equivalents of N,N'-dimethylethane-1,2-diamine in the presence of NEt3 furnished the corresponding 1,3-bis(diazaborolidinyl)benzene 4e. The novel compounds were characterized by elemental analyses and spectroscopy (1H, 13C, 11B NMR, MS). The molecular structures of 3c, 4a and 4e were eludicated by X-ray-diffraction analyses. In addition to this, the oxidative cyclovoltammograms and blue emission spectra of these novel compounds were discussed. Here, the electronic communication between boron heterocycles on the different spacer-units and the luminescence of the oligo-diazaborolylarenes were of interest.

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Section: Resultsmentioning

confidence: 99%

Section: Experimental General Proceduresmentioning

confidence: 99%

Syntheses, structures, luminescence and electrochemistry of benzene- and biphenyl-centered bis- and tris-1,3,2-diazaboroles and -1,3,2-diazaborolidines

et al. 2006

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“…5 At elevated temperatures the ipso substitution of aryl iodides occurs readily, resulting in borinic iodides (eq 7). 13 The direct borylation of benzene is a photochemical process which most likely involves the formation of I• and I 2 B• radicals (eq 8). 14 ( (10) Halogen-exchange Reaction.…”

Section: Original Commentarymentioning

confidence: 99%