69464-75-1Relevant academic research and scientific papers
The haloboration of tri-tert-butylazadiboriridine NB2R3: Ring opening versus NB3 cluster formation
Müller,Müller,Paetzold,Radacki
, p. 1349 - 1360 (2008/10/08)
The azadiboriridine [-BR-NR-BR-] (1; R = tBu) is bromoborated at the B-B bond by alkyldibromoboranes R′BBr2 to give the products Br-BR-NR=BR-BR′-Br (8a-g: R′ = Me, Bu, iBu, Bzl, CH2CHEt2, CH2Cy, CH2(4
Synthesis and Structure Investigation of Pyridine-Borabenzene and Pyridine-2-Boranaphthalene
Boese, Roland,Finke, Norbert,Henkelmann, Jochem,Maier, Guenther,Paetzold, Peter,et al.
, p. 1644 - 1654 (2007/10/02)
The synthesis of pyridine-borabenzene (8) succeeds when methoxytrimethylsilane is eliminated from 1-methoxy-6-(trimethylsilyl)-1-bora-2,4-cyclohexadiene (7) in the presence of pyridine at 60 deg C.The yellow compound shows a charge transfer band at 472 nm.The X-ray structure analysis as well as the proton NMR signals of 8 prove the aromatic character of the borabenzene.Pyridine and borabenzene ring are twisted by 43.3 deg.Pyridine-2-boranaphthalene (14a), whose synthesis occurs by elimination of chlorotrimethylsilane from 2-chloro-1,2-dihydro-1-(trimethylsilyl)-2-bor anaphthalene (13) in the presence of pyridine, forms deep red crystals.Its charge transfer band at 486 nm results like that in 8 by a transition from the HOMO of the boraarene part of the molecule into the LUMO of the pyridine part.The small twist of the two ring systems in 14a of 8.1 deg facilitates the electron transfer.The conjugation of both parts of the molecule in 14a leads to a shortening of the B-N-bond compared with 8 from 155.8 to 151.5 pm.In contrast to the red 14a, triethylamine-2-boranaphthalene (14b) is colourless.
