Table 1. Effects of the catalyst, chlorine donor, and light source on the benzylic chlorination of 11.
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Entry | Catalyst | Cl source | Light source | 11 | 12 | 13 | 14 |
1 | A | CCl4a | 350 nmb | 81% | 12% | 7% | – |
2 | A | CCl4a | 419 nmc | >95% | – | – | – |
3 | A | NCS | 419 nmc | 0% | 68% | 12% | 20% |
4 | A | NCS | CFLd | 15% | 70% | 13% | 2% |
5 | B | NCS | CFLd | 0% | 74% | 7% | 19% |
6 | C | NCS | CFLd | 0% | 72% | 7% | 21% |
7 | D | NCS | CFLd | 6% | 70% | 15% | 8% |
8 | E | NCS | CFLd | 21% | 67% | 10% | 2% |
No acetonitrile, carbon tetrachloride is used as the solvent.
16× RPR-3500Å lamps (24 W, 300–420 nm).
16× RPR-4190Å lamps (24 W, 375–465 nm).
1× compact fluorescence lamp (19 W).