The structure of C3H5+ ions, obtained in the dil. gas by the protonation of propyne and allene by radiolytically formed H3+ and CnH5+ (n = 1, 2) ions, is examd. at 150-760 tor. The C3H5+ ions are trapped with gaseous nucleophiles, [C6H6 or Br(CH2)4Br], and their structure is inferred from the nature of the neutral products isolated. The results, in particular those from the systems contg. Br(CH2)4Br, show that 2-propenyl ions are formed almost exclusively in the kinetically significant step of the protonation from both propyne and allene, a partial isomerization to the allyl structure being obsd. in the systems contg. C6H6. The results are compared with the evidence from structurally diagnostic mass spectrometric techniques and with the pertinent theor. and soln.-chem. data.

Gas-Phase Protonation of Allene and Propyne. Remarkably Selective Formation of 2-Propenyl Ions / Fornarini, Simonetta; Speranza, Maurizio; Marina, Attina; Cacace, Fulvio; Giacomello, Pierluigi. - In: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. - ISSN 0002-7863. - STAMPA. - 106:9(1984), pp. 2498-2501. [10.1021/ja00321a600]

Gas-Phase Protonation of Allene and Propyne. Remarkably Selective Formation of 2-Propenyl Ions

FORNARINI, Simonetta;SPERANZA, Maurizio;CACACE, Fulvio;GIACOMELLO, Pierluigi
1984

Abstract

The structure of C3H5+ ions, obtained in the dil. gas by the protonation of propyne and allene by radiolytically formed H3+ and CnH5+ (n = 1, 2) ions, is examd. at 150-760 tor. The C3H5+ ions are trapped with gaseous nucleophiles, [C6H6 or Br(CH2)4Br], and their structure is inferred from the nature of the neutral products isolated. The results, in particular those from the systems contg. Br(CH2)4Br, show that 2-propenyl ions are formed almost exclusively in the kinetically significant step of the protonation from both propyne and allene, a partial isomerization to the allyl structure being obsd. in the systems contg. C6H6. The results are compared with the evidence from structurally diagnostic mass spectrometric techniques and with the pertinent theor. and soln.-chem. data.
1984
01 Pubblicazione su rivista::01a Articolo in rivista
Gas-Phase Protonation of Allene and Propyne. Remarkably Selective Formation of 2-Propenyl Ions / Fornarini, Simonetta; Speranza, Maurizio; Marina, Attina; Cacace, Fulvio; Giacomello, Pierluigi. - In: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. - ISSN 0002-7863. - STAMPA. - 106:9(1984), pp. 2498-2501. [10.1021/ja00321a600]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/458834
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