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Reactivity of the geminal phosphinoborane tBu 2 PCH 2 BPh 2 towards alkynes, nitriles, and nitrilium triflates.
Dalton Transactions : An International Journal of Inorganic Chemistry 2017 September 29
The reactivity of the geminal phosphinoborane tBu2 PCH2 BPh2 towards terminal alkynes, nitriles and nitrilium salts is investigated. Terminal alkynes react via C-H bond splitting (deprotonation) resulting in the formation of phosphonium borates. In contrast, both nitriles and nitrilium salts undergo addition reactions resulting in the formation of five-membered heterocycles. All compounds were characterized by multinuclear NMR spectroscopy, and single-crystal X-ray structure determinations. Insight into the reaction mechanisms was gained by DFT calculations.
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