Table 1.
Some Pairwise Structural Motifs Found in the Enumerated Isomer Space
| Structure | Aldehyde | Ketone | COOH | B(C=O)C | B(C=O)O | 0°B | 1°B | 2°B | 3°B | 5 Ring | 6 Ring | 7 Ring | Diol | Triol | Tetrol | cis-Diol | Ester-linkable | Diol-linkable | Both linkages possible |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Aldehyde | 28 | 0 | 0 | 0 | 0 | 5 | 12 | 9 | 2 | 0 | 0 | 0 | 16 | 11 | 0 | 7 | 0 | 28 | 0 |
| Ketone | 0 | 17 | 0 | 0 | 0 | 3 | 9 | 3 | 2 | 0 | 0 | 0 | 8 | 9 | 0 | 2 | 0 | 17 | 0 |
| COOH | 0 | 0 | 79 | 0 | 0 | 10 | 39 | 27 | 17 | 0 | 0 | 0 | 29 | 0 | 0 | 14 | 79 | 33 | 33 |
| B(C=O)C | 0 | 0 | 0 | 21 | 9 | 0 | 21 | 0 | 0 | 0 | 0 | 0 | 9 | 12 | 0 | 7 | 0 | 21 | 0 |
| B(C=O)O | 0 | 0 | 0 | 9 | 9 | 9 | 0 | 0 | 0 | 0 | 0 | 0 | 9 | 0 | 0 | 1 | 0 | 9 | 0 |
| 0°B | 5 | 3 | 10 | 0 | 9 | 40 | 0 | 0 | 0 | 6 | 2 | 1 | 32 | 0 | 0 | 5 | 10 | 32 | 0 |
| 1°B | 12 | 9 | 39 | 21 | 9 | 0 | 114 | 0 | 0 | 15 | 5 | 1 | 62 | 27 | 0 | 46 | 39 | 89 | 13 |
| 2°B | 9 | 3 | 27 | 0 | 0 | 0 | 0 | 61 | 0 | 11 | 4 | 0 | 30 | 14 | 1 | 22 | 27 | 22 | 13 |
| 3°B | 2 | 2 | 17 | 0 | 0 | 0 | 0 | 0 | 12 | 2 | 0 | 0 | 11 | 4 | 0 | 2 | 6 | 11 | 5 |
| 5 Ring | 0 | 0 | 0 | 0 | 0 | 6 | 15 | 11 | 2 | 34 | 0 | 0 | 21 | 3 | 1 | 11 | 0 | 34 | 0 |
| 6 Ring | 0 | 0 | 0 | 0 | 0 | 2 | 5 | 4 | 0 | 0 | 11 | 0 | 7 | 4 | 0 | 4 | 0 | 11 | 0 |
| 7 Ring | 0 | 0 | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 0 | 0 | 2 | 2 | 0 | 0 | 2 | 0 | 2 | 0 |
| Diol | 16 | 8 | 29 | 9 | 9 | 32 | 62 | 30 | 11 | 21 | 7 | 2 | 129 | 44 | 0 | 50 | 33 | 129 | 31 |
| Triol | 11 | 9 | 0 | 12 | 0 | 0 | 27 | 14 | 4 | 3 | 4 | 0 | 44 | 44 | 0 | 33 | 0 | 44 | 0 |
| Tetrol | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 1 | 0 | 1 | 0 | 0 | 0 | 0 | 1 | 1 | 0 | 1 | 0 |
| cis-Diol | 7 | 2 | 14 | 7 | 1 | 5 | 46 | 22 | 2 | 11 | 4 | 2 | 50 | 33 | 1 | 87 | 7 | 87 | 14 |
| Ester-linkable | 0 | 0 | 79 | 0 | 0 | 10 | 39 | 27 | 6 | 0 | 0 | 0 | 33 | 0 | 0 | 7 | 79 | 33 | 33 |
| Diol-linkable | 28 | 17 | 33 | 21 | 9 | 32 | 89 | 22 | 11 | 34 | 11 | 2 | 129 | 44 | 1 | 87 | 33 | 181 | 33 |
| Both linkages possible | 0 | 0 | 33 | 0 | 0 | 0 | 13 | 13 | 5 | 0 | 0 | 0 | 31 | 0 | 0 | 14 | 33 | 33 | 33 |
Categorical definitions: Aldehyde, the molecule contains a terminal RCHO group; Ketone, the molecule contains a C(C=O)C motif; COOH, the molecule contains a free carboxyl group; B(C=O)C, the molecule contains the B moiety attached to a carboxyl-hybridized carbon atom attached to another carbon atom; B(C=O)O, the molecule contains the B moiety attached to a carboxyl-hybridized carbon atom attached to an oxygen atom; 0° to 3° B, the B moiety is attached to a C atom that is attached to 0–3 other C atoms; 5–7 Ring, the molecule contains a ring of this size; Diol–Tetrol, the molecule contains 2–4 hydroxyl groups that are not part of COOH groups; cis-Diol, the molecule contains a 1,2-diol motif; Ester-linkable, the molecule can be incorporated as a polyester directly as it contains both terminal -OH and -COOH groups; Diol-linkable, the molecule can be linked into a polymer either directly as an ether or via the incorporation of an intermediary linker moiety such as phosphate; Both linkages possible, the molecule can be linked in either of the two fashions described above.