Triphenylbismuth → Diphenylbismuthanyl Bromide

HRID 2261506Notes

Reaction equation

HRID 2261506 reaction equation
[C:1]1([Bi:7](C2C=CC=CC=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:20][Bi](Br)Br>C1COCC1>[C:1]1([Bi:7]([Br:20])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 11774TriphenylbismuthHCID 82232bismuth(III) bromide

Product 1

HCID 13026286Diphenylbismuthanyl BromideYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

In 400 ml of THF was dissolved 22.014 g (50 mmol) of triphenylbismuthine (Tokyo Kasei Co., Ltd.) under nitrogen atmosphere. The solution was cooled to 0° C. and thereto was slowly added dropwise 11.231 g (25 mmol) of tribromobismuthine (Aldrich Corp.) (30 minutes). The mixture was stirred to room temperature for 1 hour. The yellow precipitate was filtered and dried in a vacuum. The obtained precipitate was recrystallized from benzene, giving 27.422 g (62 mmol: yield 83%) of yellow powdery product.

Workup

  1. filtrationThe yellow precipitate was filtered
  2. customdried in a vacuum
  3. customThe obtained precipitate was recrystallized from benzene
  4. customgiving 27.422 g (62 mmol: yield 83%) of yellow powdery product

Sources & evidence

ORD record
ord-6de6a5d0fb9b4c64a493fe578b70f983
Source dataset
uspto-grants-2010_12
Patent number
US07847043B2

Reaction notes

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