Abstract
1,2-Ethanediylbis(triphenylphosphonium) ditribromide was quantitatively prepared and used for the bromination of anilines and phenols in the presence of a mixed solvent system (DCM/MeOH 2:1) and also under solvent-free conditions. This new ionic liquid has advantages over similar brominating agents in terms of short reaction time, simple workup, regioselectivity and high yields. Single-crystal X-ray analysis of title salt revealed that the bistriphenylphosphonium cation is organized around an inversion center located at the center of the –CH2–CH2– bridge and the two triphenylphosphine segments are anti with respect to one another. All the tribromide anions adopt a linear geometry with different Br–Br–Br bond angles for each anion.
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The authors are grateful to the Ferdowsi University of Mashhad Research Council for the financial support of the project Code Number 36987.
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Salmasi, R., Gholizadeh, M., Salimi, A. et al. The synthesis of 1,2-ethanediylbis(triphenylphosphonium) ditribromide as a new brominating agent in the presence of solvents and under solvent-free conditions. J IRAN CHEM SOC 13, 2019–2028 (2016). https://doi.org/10.1007/s13738-016-0919-6
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DOI: https://doi.org/10.1007/s13738-016-0919-6