Table 1.
The yields and the thermodynamically controlled stereoselectivity observed in the thiolation of (ΔAlaNi)L7 complexes with RSH; and comparison with the data for (ΔAlaNi)L1 reported previously [41] given in parentheses.a
| R | Bn | Ph | p-CH3C6H4- | o-BrC6H4- | p-BrC6H4- |
|
| |||||
| product | (BnCysNi)L | (PhCysNi)L | (pMeCysNi)L | (oBrCysNi)L | (pBrCysNi)L |
| yield | 85% (97%) | 73% (93%) | 83% | 71% | 78% |
| dr (ʟ:ᴅ)b | >52:1 (19:1) | >44:1 (30:1) | >43:1 | >29:1 | 32:1 |
aConditions: 0.65 М ΔAlaNi, CH3CN/DMF, 2 equiv K2CO3, 1.05 equiv RSH, 50–55 °C. bdr was determined as the ratio of the isolated diastereomers. For accuracy, less than 1 mg amounts of the minor isomer were rounded up to 1 mg.