1,3-Dibromobenzene is used in Suzuki coupling reaction for the preparation of [n]metacyclophanes. It is used to prepare 5-(3-bromo-phenyl)-2,4-di-tert-butoxy-pyrimidine using Pd(0) (PPh
3)
4 as a reagent. Further, it undergoes solid-supported potassium fluoride-aluminum oxide palladium-catalyzed polyarylation reaction with phenyl boronic acid to get conjugated polyaryls.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1,3-Dibromobenzene is used in Suzuki coupling reaction for the preparation of [n]metacyclophanes. It is used to prepare 5-(3-bromo-phenyl)-2,4-di-tert-butoxy-pyrimidine using Pd(0) (PPh3)4 as a reagent. Further, it undergoes solid-supported potassium fluoride-aluminum oxide palladium-catalyzed polyarylation reaction with phenyl boronic acid to get conjugated polyaryls.
Solubility
Immiscible with water.
Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- In the presence of NiCl2, cross-coupling with aryl Grignards gives m-terphenyls: Synthesis, 147 (1990).
- Monte, M. J. S.; Almeida, A. R. R. P.; Liebman, J. F. Prediction of enthalpy and standard Gibbs energy of vaporization of haloaromatics from atomic properties. Chemosphere 2015, 138, 478-485.
- Zhang, S.; Xu, Q. L.; Xia, J. C.; Jing, Y. M.; Zheng, Y. X.; Zuo, J. L. Highly efficient yellow phosphorescent organic light-emitting diodes with novel phosphine oxide-based bipolar host materials. J. Mater. Chem. C 2015, 3 (43), 11540-11547.