HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490571Generated: October 29, 2026
1,3,5-Trichlorobenzene → 4,4,5,5-Tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490571
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3,5-Trichlorobenzene | HCID 7950 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole | HCID 122380799 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | 4,4,5,5-Tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane | HCID 21923906 | 49% |
Reaction Steps
The general procedure A was followed using 1,3,5-trichlorobenzene (90.7 mg, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 24 hours at 125 oC. The 1H NMR conversion was 56%. 5ae was obtained as white solid (76.2 mg, 49%) after purification by silica gel flash chromatography (EtOAc/PE=1:100 v/v). m.p.: 129-131 oC.
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-7d6dac0c3e624fd1bd3caa82e3110eb0 |
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| Source note | Borylation dataset from Roche |
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