P–C bond formation via P–H addition of a fluoroaryl phosphinic acid to ketones
摘要:
The synthesis, structure and reactivity of the fluoroaryl phosphinic acid HF(4)C(6)-P(O)HOH is reported and compared to a sterically comparable yet non-fluorinated analog with similar size. The fluoroaryl phosphinic acid undergoes reversible P-H addition to the carbonyl functionality of ketones under formation of a P-C bond which is retained in the resulting alpha-hydroxy phosphinic acid. The latter shows an extended 2D hydrogen bonded network in the solid state. (C) 2010 Elsevier B.V. All rights reserved.
P–C bond formation via P–H addition of a fluoroaryl phosphinic acid to ketones
摘要:
The synthesis, structure and reactivity of the fluoroaryl phosphinic acid HF(4)C(6)-P(O)HOH is reported and compared to a sterically comparable yet non-fluorinated analog with similar size. The fluoroaryl phosphinic acid undergoes reversible P-H addition to the carbonyl functionality of ketones under formation of a P-C bond which is retained in the resulting alpha-hydroxy phosphinic acid. The latter shows an extended 2D hydrogen bonded network in the solid state. (C) 2010 Elsevier B.V. All rights reserved.