35510-03-3Relevant articles and documents
Efficient Synthesis of Bis(dibromomethyl)arenes as Important Precursors of Synthetically Useful Dialdehydes
Bodzioch, Agnieszka,Owsianik, Krzysztof,Skalik, Joanna,Kowalska, Emilia,Stasiak, Anna,Ró?ycka-Soko?owska, Ewa,Marciniak, Bernard,Ba?czewski, Piotr
, p. 3509 - 3514 (2016/10/17)
This work presents an efficient synthesis of bis(dibromomethyl)benzenes and a bis(dibromomethyl)thiophene as precursors of aromatic dialdehydes by bromination of dimethyl-substituted arenes under various reaction conditions (yields up to 99%). Several new variants of this reaction, including the use of N-bromosuccinimide (NBS) and bromine, and various solvents to replace carbon tetrachloride, benzene and carbon disulfide, were also tested. In the optimised protocols, the inconvenient solvents were replaced by 1,2-dichloroethane (DCE) and/or acetonitrile. In the DCE protocols, we reduced reaction times 24-32-fold, reduced the amount of NBS a fewfold and lowered power consumption relative to the literature protocols. The procedures also allowed elimination of long-lasting incandescent irradiation (100-500 W). The replacement of NBS by bromine led to a further reduction in the amount of brominating agent. The obtained bromo derivatives were efficiently converted into the corresponding dialdehydes (90-96%), which in turn are useful in materials chemistry.
Meta-B-entacenes: New polycyclic aromatics incorporating two fused borepin rings
Levine, David R.,Caruso, Anthony,Siegler, Maxime A.,Tovar, John D.
supporting information; experimental part, p. 6256 - 6258 (2012/07/27)
The synthesis of new boron-containing acenes (meta-B-entacenes) is reported. These compounds exhibit slightly non-planar core geometries with blue-shifted spectral properties and more negative electrochemical reduction potentials relative to known para is