[4+2[sup +]] Diels-Alder cycloaddition to C[sub 60] and C[sub 70] radical cations in the gas phase. A comparison with solution
- York Univ., North York, Ontario (Canada)
Results of an experimental study using the selected-ion flow tube (SIFT) technique are reported for ion-molecule reactions of C[sub 60][sup [center dot]+] with a variety of cycloalkenes and acyclic and cyclic dienes at 294 [+-] 2 K in helium gas at a pressure of 0.35 [+-] 0.01 Torr. Addition is observed only with 1,3-cyclopentadiene and 1,3-cyclohexadiene. Rate coefficients were measured to be 1.0 and 1.5 x 10[sup [minus]11] cm[sup 3] molecule[sup [minus]1] s[sup [minus]1], respectively. No reactions, k < 3 x 10[sup [minus]12] cm[sup 3] molecule[sup [minus]1] s[sup [minus]1], were observed with 1,3-butadiene, isoprene, 1,3-pentadiene, cyclopentene, cyclohexene, furan, and 1,4-cyclohexadiene. These results provide indirect evidence for the occurrence of a Diels - Alder cycloaddition with 1,3-cyclopentadiene and 1,3-cyclohexadine. The addition reactions of these two molecules with C[sub 60][sup +] were found to be 5 [+-] 1 and 6 [+-] 2, respectively, faster than the addition reactions with C[sub 70][sup [center dot]+] for which rate coefficients of 2.0 and 2.5 x 10[sup [minus]12] cm[sup 3] molecule[sup [minus]1], respectively, were measured. 15 refs., 1 fig., 1 tab.
- OSTI ID:
- 7015654
- Journal Information:
- Journal of Physical Chemistry; (United States), Journal Name: Journal of Physical Chemistry; (United States) Vol. 98:22; ISSN JPCHAX; ISSN 0022-3654
- Country of Publication:
- United States
- Language:
- English
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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ADDUCTS
ALKENES
BUTADIENE
CARBON
CATIONS
CHARGED PARTICLES
CHEMICAL REACTIONS
COMPILED DATA
CYCLOALKENES
CYCLOPENTADIENE
DATA
DIELS-ALDER REACTION
DIENES
ELEMENTS
FLUIDS
FULLERENES
FURANS
GASES
HELIUM
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
IONS
ISOPRENE
KINETICS
NONMETALS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PENTADIENES
POLYENES
RADICALS
RARE GASES
REACTION KINETICS