Kinetics and mechanism of hydroboration of oct-1-and-4-ene by dimeric dialkylboranes
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D. Jaganyi
and
J. Govender
Abstract
The kinetics and mechanism of hydroboration of oct-1-and-4-ene with a series of dimeric dialkylboranes was investigated. The kinetic results showed that the hydroboration of terminal olefins proceeds via a three-halves-order mechanism, first-order with respect to the olefin and one-half-order with respect to the dimer. Using dicyclohexylborane, diisopinocamphenylborane, and 3,6-dimethylborepane the observed rate constants for the hydroboration of oct-4-ene were approximately 6 times smaller than those for oct-1-ene. Supporting computations showed that both steric and electronic effects influence the rate of hydroboration of both internal and terminal olefins. A model computational study of the isomerization of oct-4-ene with di(prop-2-yl)borane showed that formation of the terminal hydroborated complex is thermodynamically favored over the internal complex.
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© 2007 Institute of Chemistry, Slovak Academy of Sciences
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Articles in the same Issue
- Evaluation and interlaboratory validation of a GC-MS method for analysis of pesticide residues in teas
- Protective effects of vitamin E against CCl4-induced hepatotoxicity in rabbits
- Influence of composition on corroding process of Na2O-K2O-CaO-ZrO2-SiO2 glasses
- Effects of type and number of impellers and liquid viscosity on the power characteristics of mechanically agitated gas—liquid systems
- Modelling of composting of food waste in a column reactor
- Comparison of chemical properties of food products processed by conventional and ohmic heating
- Electrical resistivity and photoluminescence of lead iodide crystals
- Effect of microwave irradiation on the reactivity of chloroarenes in Suzuki—Miyaura reaction
- Kinetics of extraction of coal-tar pitch components with supercritical carbon dioxide
- Mechanism of photocatalytic oxidation of gaseous ethanol
- Kinetics and mechanism of hydroboration of oct-1-and-4-ene by dimeric dialkylboranes
- Reaction sites of N,N′-substituted p-phenylenediamine antioxidants
- Theoretical study of solvent effect on π-EDA complexation II. Complex between TCNE and two benzene molecules
