1. Synthesis of K[4-ROC6F4BF3] from potassium pentafluorophenyltrifluoroborate and O-nucleophiles.
- Author
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Anton Yu. Shabalin, Nicolay Yu. Adonin, Bardin, Vadim V., Prikhod’ko, Sergey A., Timofeeva, Maria N., Bykova, Maria V., and Parmon, Valentin N.
- Subjects
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POTASSIUM , *FLUOBORATES , *NUCLEOPHILIC reactions , *FLUORINATION , *CHEMICAL reactions , *SOLVENTS - Abstract
A new route to potassium polyfluoroaryltrifluoroborates, K[4-ROC6F4BF3], consisting in the nucleophilic alkoxydefluorination of K[C6F5BF3] with MOR (M=K, Na) in a polar aprotic solvent is suggested. Reaction of K[C6F5BF3] with KO-t-Bu proceeds smoothly at 25°C in DME, but the attempted alkoxydefluorination of K[C6F5BF3] with other NaOR at 30°C in DME failed. A series of K[4-ROC6F4BF3] (R=Me, Et, Pr, i-Pr, Bu, PhCH2) is prepared using the corresponding sodium alkoxides in DMF at 130°C in 80–90% isolated yield. Salt K[4-CH=2CHCH2OC6F4BF3] is prepared at 100°C whereas at 130°C formation of 2,3,5,6-C6F4HOCH2CH=2 occurs. Salt K[4-PhOC6F4BF3] is obtained in 82% yield using KOPh (2 equivalents) in DMSO at 130°C. [Copyright &y& Elsevier]
- Published
- 2013
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