Table 11.

Winkler-Dunitz Distortion Parameters and Hydrolysis Rate Constants of Benzo-2-quinuclidones by Brown

entry	ring system	τa [deg]	χNa [deg]	χCa [deg]	k3b [M−1s−1]	k3/K3c [M−1s−1]
1	[2.2.2]	90.0d	63.4d	0.0d	2.6 × 102	2.3 × 104
2	[3.2.2]	30.7	57.2	9.0	6.0 × 101	5.6 × 101
3	[2.3.2]	33.2	52.8	11.0	1.7 × 101	3.0 × 101
4	[3.3.2]	15.3	38.6	6.7	5.1 × 10−4	1.2 × 10−4
5	planar acetanilidee	1.5	3.7	−1.5	2.2 × 10−5	2.2 × 10−7

^aDetermined by X-ray crystallography.

^bRate constant for base hydrolysis.

^cRate constant for acid hydrolysis.

^dCalculated values.

^eN-(4-bromo-2-methylphenyl)-N-methylacetamide.