Table 3.
Second-order reaction rate constant between unstrained olefin dienophiles with Fluorescein-Tetrazine
| Entry | Unstrained Olefin | k (10−3 M−2 s−1) |
|---|---|---|
| 1 | prop-2-en-1-ol | 9.4 ± 1.2 |
| 2 | (E)-but-2-en-1-ol | 1.9 ± 0.1 |
| 3 | but-3-en-1-ol | 26 ± 5 |
| 4 | pent-4-en-1-ol | 36 ± 4 |
| 5 | 2-(vinyloxy) ethan-1-ol | 81 ± 1 |
| 6 | (R)-N-(5-aminohexyl) acrylamide | 1.2 ± 0.1 |
| 7 | (R)-N-(5-aminohexyl) but-3-enamide | 1.7 ± 0.2 |
| 8 | (R)-N-(5-aminohexyl) pent-4-enamide | 11 ± 2 |
| 9 | (R)-N-(5-aminohexyl) hex-5-enamide | 16 ± 1 |
| 10 | (R,E)-N-(5-aminohexyl)-3-methoxyacrylamide | 19 ± 1 |
Fluorescein-Tetrazine = N-(2-(3-(3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthen]-5-yl) thioureido) ethyl)-4-(1,2,4,5-tetrazin-3-yl) benzamide