[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), Vol. 98:22; ISSN 0022-3654
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
36 MATERIALS SCIENCE
CYCLOALKENES
DIELS-ALDER REACTION
REACTION KINETICS
DIENES
FULLERENES
ADDUCTS
BUTADIENE
CATIONS
COMPILED DATA
CYCLOPENTADIENE
FURANS
HELIUM
ISOPRENE
PENTADIENES
RADICALS
ALKENES
CARBON
CHARGED PARTICLES
CHEMICAL REACTIONS
DATA
ELEMENTS
FLUIDS
GASES
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
IONS
KINETICS
NONMETALS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
POLYENES
RARE GASES
400201* - Chemical & Physicochemical Properties
360601 - Other Materials- Preparation & Manufacture