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. 2023 Oct 18;13(43):30548–30561. doi: 10.1039/d3ra05792e

Selective catalytic chlorination of various terpenic olefinsa.

Substrate Conversion (%) FeCl2 amount (eq.) TOF (s−1) Product/isolated yield (%)
graphic file with name d3ra05792e-u1.jpg 99% 0.5 3.81 × 10−3 graphic file with name d3ra05792e-u2.jpg
2.5 7.80 × 10−4 graphic file with name d3ra05792e-u3.jpg
graphic file with name d3ra05792e-u4.jpg 99% 0.5 3.80 × 10−3 graphic file with name d3ra05792e-u5.jpg
2.5 7.70 × 10−4 graphic file with name d3ra05792e-u6.jpg
graphic file with name d3ra05792e-u7.jpg 98% 0.5 2.60 × 10−3 graphic file with name d3ra05792e-u8.jpg
2.5 5.32 × 10−4 graphic file with name d3ra05792e-u9.jpg
graphic file with name d3ra05792e-u10.jpg 98% 0.5 3.72 × 10−3 graphic file with name d3ra05792e-u11.jpg
2.5 7.62 × 10−4 graphic file with name d3ra05792e-u12.jpg
graphic file with name d3ra05792e-u13.jpg 99% 0.5 3.81 × 10−3 graphic file with name d3ra05792e-u14.jpg
2.5 7.80 × 10−4 graphic file with name d3ra05792e-u15.jpg
graphic file with name d3ra05792e-u16.jpg 99% 0.5 3.80 × 10−3 graphic file with name d3ra05792e-u17.jpg
2.5 7.70 × 10−4 graphic file with name d3ra05792e-u18.jpg
graphic file with name d3ra05792e-u19.jpg 98% 0.5 4.10 × 10−3 graphic file with name d3ra05792e-u20.jpg
2.5 8.40 × 10−4 graphic file with name d3ra05792e-u21.jpg
a

Reaction conditions: FeCl2 (0.5 eq. and 2.5 eq.), NaDCC (4 eq. in 10 mL H2O), CH2Cl2/H2O (30 mL (15 : 15)), RT, 30 min. Conversion was determined by GC using an internal standard.