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. Author manuscript; available in PMC: 2015 Jan 17.
Published in final edited form as: J Org Chem. 2014 Jan 7;79(2):711–719. doi: 10.1021/jo402500a

Table 1.

Binding constants for 5 and 6 with deconstructed barbituric acid receptors 1a-f, 3a-c, and 4a-c.a

Binding Constant (Ka, M-1) Binding Constant (Ka, M-1)
5 6 5 6
1a 85 ± 25 490 ± 70 3a 70 ± 37b Ka1 = 1230 ± 280b
Ka2 = 184 ± 78b
1b 2 ± 1 3 ± 1 3b 40 ± 4 74 ± 15
b,c 7 ± 1b
1c 7 ± 2 21 ± 3 3c b,c 24 ± 7b
1d 17 ± 2 28 ± 2 4a 139 ± 18b 70 ± 9b
1e 29 ± 1 109 ± 14 4b 174 ± 3 40 ± 3
6 ± 2b 7 ± 5b
1f 3 ± 1 6 ± 1 4c 4 ± 8b 22 ± 10b
a

Titrations were performed in CDCl3 at 25 °C. All measurements are the average of at least three independent titrations.

b

Performed in 5% DMSO in CDCl3 due to poor solubility of either the host or the host-guest complex.

c

Binding constant too low (< 5 M-1) to measure accurately.