Application In Synthesis of Tri-n-octylphosphine Oxide. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Tri-n-octylphosphine Oxide, is researched, Molecular C24H51OP, CAS is 78-50-2, about Steady-state spectroscopy to single out the contact ion pair in excited-state proton transfer. Author is Grandjean, Alexander; Perez Lustres, J. Luis; Muth, Stephan; Maus, Daniel; Jung, Gregor.
Despite the outstanding relevance of proton transfer reactions, investigations of the solvent dependence on the elementary step are scarce. We present here a probe system of a pyrene-based photoacid and a phosphine oxide, which forms stable hydrogen-bonded complexes in aprotic solvents of a broad polarity range. By using a photoacid, an excited-state proton transfer (ESPT) along the hydrogen bond can be triggered by a photon and observed via fluorescence spectroscopy. Two emission bands could be identified and assigned to the complexed photoacid (CPX) and the hydrogen-bonded ion pair (HBIP) by a solvatochromism anal. based on the Lippert-Mataga model. The latter indicates that the difference in the change of the permanent dipole moment of the two species upon excitation is ~3 D. This implies a displacement of the acidic hydrogen by ~65 pm, which is in quant. agreement with a change of the hydrogen bond configuration from O-H···O to -O···H-O+.
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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method