Table 3.
Chromatographic retention (k’) and enantioselectivity (α) of various MIP-CSPs tested in monolithic columns with 4-VPy and various co-monomers (M11–13), or different functional monomers, other than 4-VPy (M14–24).
| # | T (mmol) | M(s) (mmol) | Me (mmol) | C (mmol) | Molar Ratio T:M:Me:C | A (mmol) | P (mL) | k’S/k’R | α |
|---|---|---|---|---|---|---|---|---|---|
| M11 | S-ATNL (0.15) | 4-VPy/AM (0.15/0.75) | Co(II) (0.15) | EDMA (3.6) | 1:1/5:1:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 12.9/10.0 | 1.29 a |
| M12 | S-ATNL (0.15) | 4-VPy/4-PBA (0.9/0.15) | Co(II) (0.15) | EDMA (3.6) | 1:6/1:1:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 4.6/4.4 | 1.04 a |
| M13 | S-ATNL (0.15) | 4-VPy/ CVPBA (0.9/0.15) | Co(II) (0.15) | EDMA (3.6) | 1:6/1:1:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 0.4/0.4 | 1.00 |
| M14 | S-ATNL (0.15) | 1-VIM (0.9) | Co(II) (0.15) | EDMA (3.6) | 1:6:1:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 6.2/4.3 | 1.43 a |
| M15 | S-ATNL (0.15) | MAA/AM (0.15/0.75) | Cu(II) (0.15) | EDMA (3.6) | 1:1/5:1:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 2.5/2.2 | 1.14 b |
| M16 | S-ATNL (0.15) | MAA/AM (0.15/0.75) | - | EDMA (3.6) | 1:1/5:-:24 | IL (1.235) | DMF/DMSO (0.12/0.6) | 15.3/14.5 | 1.06 b |
| M17 | S-ATNL (0.13) | MAA (0.7) | - | EDMA (0.7) | 1:5:-:5 | - | ACN (2) | 1.8/1.5 | 1.15 c |
| M18 | S-ATNL (0.13) | MAA (0.7) | - | EDMA (0.7) | 1:5:-:5 | IL (1.235) | ACN (0.72) | 6.2/4.7 | 1.32 d |
| M19 | S-ATNL (0.13) | MAA (0.7) | - | PETRA(0.7) | 1:5:-:5 | IL (1.235) | ACN (0.72) | 8.7/7.8 | 1.11 e |
| M20 | S-ATNL (0.2) | VFC (0.1) | - | TRIM (1.25) | 2:1:-:12.5 | - | ACN (1%H2O) (5) | 0.3/0.3 | 1.00 |
| M21 | S-ATNL (0.2) | 1-VIM (0.6) | Ni(II) (0.2) | TRIM (1.25) | 1:3:1:6 | - | MeOH (5) | 0.9/0.9 | 1.00 |
| M22 | S-ATNL (0.04) | 1-VIM (0.04) | Ni(II) (0.04) | PETEA (0.25) | 1:1:1:6 | - | MeOH (1) | 0.5/0.5 | 1.00 |
| M23 | S-ATNL (0.02) | 1-VIM/BAM (0.02/0.08) | Cu(II) (0.02) | - | 1:1/4:1:- | - | MeOH | 2.4/2.4 | 1.00 |
| M24 | S-ATNL (0.2) | 1-VIM/MAA (0.6/0.2) | Cu(II) (0.2) | PETRA (3.6) | 1:3/1:1:18 | - | BuOH (5) | 3.6/3.5 | 1.03 c |
Mobile phase composition: a ACN; b ACN:50 mM formate buffer, pH 3 = 95:5, v/v; c ACN:50 mM formate buffer, pH 3 = 90:10, v/v; d ACN:50 mM formate buffer, pH 3 = 80:20, v/v; e ACN:50 mM acetate buffer, pH 5 = 80:20, v/v. In a typical thermal (60 °C) or photo-induced polymerization (24 h), the pre-polymerization mixture also includes 15 mg of AIBN as free radical initiator. T—template, M—monomer, Me—metal ion, C—cross-linker, A—additive, P—porogen, IL—[BMIM]BF4.