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Gas‐Phase Ion‐Molecule Reactions of C 60 and Theoretical Studies of [C 60 C 2 H 3 O] + Adduct Cations
Author(s) -
Guo Xinghua,
Liu Ziyang,
Xu Wenguo,
Liu Shuying
Publication year - 1997
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199702)32:2<241::aid-jms468>3.0.co;2-q
Subject(s) - chemistry , adduct , protonation , mass spectrometry , buckminsterfullerene , molecule , cycloaddition , ion , polyatomic ion , molecular orbital , chemical ionization , medicinal chemistry , computational chemistry , ionization , organic chemistry , catalysis , chromatography
Gas‐phase ion–molecule reactions of buckminsterfullerene (C 60 ) with the acetyl cation CH 3 − + C = O ( m / z 43) and formylmethyl cation + CH 2 − CH = O ( m / z 43, or oxiranyl cation), generated from the self‐chemical ionization of acetone and vinyl acetate, respectively, were studied in the ion source of a mass spectrometer. Adduct cations [C 60 C 2 H 3 O] + ( m / z 763) and protonated C 60 , [C 60 H] + ( m / z 721), were observed as the major products. AM1 semiempirical molecular orbital calculations on the possible structures, stabilities and charge locations of the isomers of the adducts [C 60 C 2 H 3 O] + were carried out at the restricted Hartree–Fock level. The results indicated that the σ‐addition product [C 60 –COCH 3 ] + is the most stable adduct for the reaction of C 60 with CH 3 − + C = O rather than that resulting from the [2+2] cycloaddition. The [2+3] cycloadduct and the σ‐adduct [C 60 CH 2 CHO] + might be the most possible coexisting products for the reactions of C 60 with + CH 2 − CH = O or oxiranyl cation. Other [C 60 C 2 H 3 O] + isomers are also discussed. © 1997 by John Wiley & Sons, Ltd.