. 2018 Apr 5;9(19):4402–4413. doi: 10.1039/c8sc01020j

Table 3. Amides and imides examined in this work. The dimerisation constants, K_dimer, were measured in CDCl₃ at 25 °C. The reported pK_a values in DMSO and H₂O are show in square brackets and parentheses respectively.

Key	Structure	K _dimer ^a (M^–1)	pK_a	Key	Structure	K _dimer ^a (M^–1)	pK_a	Key	Structure	K _dimer ^a (M^–1)	pK_a
A1		2.7	[24.2]24	I1		1.4, K_corr: 0.4 ^b	(11.4) ^c ^,25	I8		8.6	(9.0) ^d ^,26
A2		8.3	[20.8]27	I2		3.3, K_corr: 0.8 ^b	[14.7] ^c ^,33 (9.6) ^c ^,28	I9		12.7 (ref. 29)	(9.3) ^d ^,29
A3		1.0 (ref. 30)		I3		2.1, K_corr: 0.5 ^b	[13.4] ^c ^,31 (10.2) ^c ^,32	I10		3.1 (ref. 29)	(8.2) ^d ^,29
A4		740.0	[17.0]33, (11.7)34	I4		1.2, K_corr: 0.3 ^b	(4.4)35	I11		5.3 (ref. 29)	(8.7) ^d ^,29
A5		1.8	[26.6]24	I5		2.6	(9.7) ^e ^,36	I12		8.0 (ref. 37)	(9.0) ^d ^,26
A6		8.0	[18.5]27	I6		4.1 (ref. 8)		I13		5.0 (ref. 37)	(7.9) ^d ^,38
A7		7.6		I7		2.7 (ref. 8)	(8.4) ^e ^,39

^aThe values of K_dimer were determined with errors lower than 2% (see Fig. S2–S13 in the ESI).

^bStatistical factor applied to imides with equivalent (or nearly equivalent) carbonyls and value of the corresponding corrected self-association constant (K_corr).

^cpK_a of the compound without alkyl substituents.

^dpK_a of the species without alcohol protecting groups.

^eData for molecules with a methyl instead of a cyclohexyl substituent.

Table 3. Amides and imides examined in this work. The dimerisation constants, Kdimer, were measured in CDCl3 at 25 °C. The reported pKa values in DMSO and H2O are show in square brackets and parentheses respectively.

Table 3. Amides and imides examined in this work. The dimerisation constants, K_dimer, were measured in CDCl₃ at 25 °C. The reported pK_a values in DMSO and H₂O are show in square brackets and parentheses respectively.