Equilibrium constants between boron trifluoride etherate and carbonyl compounds in chloroform solution.
[reaction: see text] Equilibrium constants for boron trifluoride complexation with carbonyl compounds relative to diethyl ether were determined in CDCl(3). With benzaldehyde the equilibrium constant is 0.208. There is a 1.28-fold preference for BF(3) bonding to benzaldehyde-D over benzaldehyde-H. The rho(+) value for complexation with substituted benzaldehydes is -2.0. Equilibrium constants with cyclohexanone and isobutyraldehyde were found to be not very different from those predicted from the heats of addition of BF(3) relative to that for diethyl ether. The heats of addition can be correlated with Taft's beta values and with beta' values.
Gajewski
J J
JJ
Department of Chemistry, Indiana University, Bloomington, Indiana 47401, USA. gajewski@indiana.edu
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