Table 1. Percentage Yields of Alkylation of Model Nucleophiles by QMPs.
nucleophile
(%) |
|||
---|---|---|---|
QMP | 4-methylbenzenethiol | piperidinea | benzyl alcohol |
1 | 84 | 80 | 0 |
2 | 87 | 77 | 8 |
3 | 83 | 81 | 11 |
4 | 83 | 79 | 13 |
1-HCl | 83 | 78 | 8 |
2-HCl | 83 | 78 | 12 |
3-HCl | 85 | 81 | 10 |
4-HCl | 84 | 69 | 16 |
Compounds 3 and 3-HCl were reacted with pyrrolidine because of their piperidinyl groups in the existing structure.