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

Dalton Transactions : an International Journal of Inorganic Chemistry
Lothar WeberBeate Neumann

Abstract

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 di...Continue Reading

References

Jul 14, 2004·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberAlain Dargelos

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Citations

Aug 3, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
May 26, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
Apr 1, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
Nov 7, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
Jul 20, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberMark A Fox
Jul 17, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
May 25, 2012·Chemistry : a European Journal·Lothar WeberMark A Fox
Mar 15, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberBeate Neumann
Jun 25, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Lothar WeberMark A Fox

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