Diphenyliodonium chloride → Diphenyliodonium tetrakis(pentafluorophenyl)borate

HRID 1859092Notes

Reaction equation

HRID 1859092 reaction equation
[Cl-].[C:2]1([I+:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[C:21]([B-:22]([C:45]2[C:50]([F:51])=[C:49]([F:52])[C:48]([F:53])=[C:47]([F:54])[C:46]=2[F:55])([C:34]2[C:39]([F:40])=[C:38]([F:41])[C:37]([F:42])=[C:36]([F:43])[C:35]=2[F:44])[C:23]2[C:28]([F:29])=[C:27]([F:30])[C:26]([F:31])=[C:25]([F:32])[C:24]=2[F:33])=[C:20]([F:56])[C:19]([F:57])=[C:18]([F:58])[C:17]=1[F:59].[Li+]>O>[F:51][C:50]1[C:45]([B-:22]([C:23]2[C:28]([F:29])=[C:27]([F:30])[C:26]([F:31])=[C:25]([F:32])[C:24]=2[F:33])([C:21]2[C:20]([F:56])=[C:19]([F:57])[C:18]([F:58])=[C:17]([F:59])[C:16]=2[F:15])[C:34]2[C:35]([F:44])=[C:36]([F:43])[C:37]([F:42])=[C:38]([F:41])[C:39]=2[F:40])=[C:46]([F:55])[C:47]([F:54])=[C:48]([F:53])[C:49]=1[F:52].[C:9]1([I+:8][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 73870Diphenyliodonium chlorideHCID 23709652Lithium tetrakis(pentafluorophenyl)borate

Product 1

HCID 21918056Diphenyliodonium tetrakis(pentafluorophenyl)borateYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

7.17 g (or 22.6 mmol) of diphenyliodonium chloride were dissolved in 300 ml of water in a 1,000 ml Erlenmeyer flask. 15.52 g (or 22.6 mmol) of lithium tetrakis(pentafluorophenyl)borate in solution in 250 ml of water were added dropwise. The mixture was maintained under stirring for 30 minutes and was then filtered. The filtrate was dried under reduced pressure (133 Pa) overnight with the exclusion of light. 16.33 g (or a yield of 75%) of diphenyliodonium tetrakis(pentafluorophenyl)borate were thus recovered.

Workup

  1. temperatureThe mixture was maintained
  2. filtrationwas then filtered
  3. customThe filtrate was dried under reduced pressure (133 Pa) overnight with the exclusion of light
  4. custom16.33 g (or a yield of 75%) of diphenyliodonium tetrakis(pentafluorophenyl)borate were thus recovered

Sources & evidence

ORD record
ord-72c0916cec7d4e5abf85c8050a479a18
Source dataset
uspto-grants-2000_11
Patent number
US06153661

Reaction notes

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