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• W2056784313 endingPage "1692" @default.
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• W2056784313 abstract "Reaction between 7-azaindole and B(C6F5)3 quantitatively yields 7-(C6F5)3B-7-azaindole (4), in which B(C6F5)3 coordinates to the pyridine nitrogen of 7-azaindole, leaving the pyrrole ring unreacted even in the presence of a second equivalent of B(C6F5)3. Reaction of 7-azaindole with H2O−B(C6F5)3 initially produces [7-azaindolium]+[HOB(C6F5)3]- (5) which slowly converts to 4 releasing a H2O molecule. Pyridine removes the borane from the known complexes (C6F5)3B-pyrrole (1) and (C6F5)3B-indole (2), with formation of free pyrrole or indole, giving the more stable adduct (C6F5)3B-pyridine (3). The competition between pyridine and 7-azaindole for the coordination with B(C6F5)3 again yields 3. The molecular structures of compounds 4 and 5 have been determined both in the solid state and in solution and compared to the structures of other (C6F5)3B-N-heterocycle complexes. Two dynamic processes have been found in compound 4. Their activation parameters (ΔH⧧ = 66 (3) kJ/mol, ΔS⧧ = −18 (10) J/mol K and ΔH⧧ = 76 (5) kJ/mol, ΔS⧧ = −5 (18) J/mol K) are comparable with those of other (C6F5)3B-based adducts. The nature of the intramolecular interactions that result in such energetic barriers is discussed." @default.
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• W2056784313 date "2006-01-19" @default.
• W2056784313 modified "2023-10-06" @default.
• W2056784313 title "Synthesis and Reactivity of <i>N</i>-Heterocycle-B(C₆F₅)₃ Complexes. 4. Competition between Pyridine- and Pyrrole-Type Substrates toward B(C₆F₅)₃: Structure and Dynamics of 7-B(C₆F₅)₃-7-azaindole and [7-Azaindolium]⁺[HOB(C₆F₅)₃]^-" @default.
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• W2056784313 doi "https://doi.org/10.1021/ic051285p" @default.
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