Solvation of indenyllithium and indenylpotassium studied by  13 C NMR spectroscopy | Zendy

Eliasson Bertil | Zendy; Lejon Tore | Zendy; Edlund Ulf | Zendy; Mueller Ronald L. | Zendy; Staley Stuart W. | Zendy

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Solvation of indenyllithium and indenylpotassium studied by 13 C NMR spectroscopy

Author(s) -

Eliasson Bertil,

Lejon Tore,

Edlund Ulf,

Mueller Ronald L.,

Staley Stuart W.

Publication year - 1990

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.610030103

Subject(s) - chemistry , hexamethylphosphoramide , tetrahydrofuran , cryptand , solvation , ion , solvent , nuclear magnetic resonance spectroscopy , bromide , dimethyl sulfoxide , spectroscopy , inorganic chemistry , stereochemistry , organic chemistry , physics , quantum mechanics

Polarization of the π‐electron systems of indenyllithium (In − Li + ) and indenylpotassium (In − K + ), which is generally indicative of the degree and tightness of contact ion pairing, was investigated by 13 C NMR spectroscopy. The effect of changing solvent is about two thirds as great for In − K + as for In − Li + . The indenyl anion is more strongly polarized with Li + /dimethyl sulfoxide than with Li + /ammonia, whereas the reverse is observed for In − K + . Complexation of In − K + in tetrahydrofuran (THF) by cryptand(2,2,2) results in a π‐electron distribution identical with that of In − Li + in hexamethylphosphoramide, indicative of solvent‐ or agent‐separated ion pairs or free ions. Small but significant cation–anion interactions are observed for In − K + in hexamethylphosphoramide and for In − N + Me 4 in THF.

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