Water → Stilbene

HRID 1766959Notes

Reaction equation

HRID 1766959 reaction equation
O[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1N=[CH:9][CH:8]=[CH:7]2.N1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.O>C(O)C>[C:6]1([CH:7]=[CH:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:5]=[CH:4][CH:3]=[CH:2][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 19238-Hydroxyquinoline2×HCID 8082Piperidine2×

Product 1

HCID 11502StilbeneYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent4×

Procedure

Complex II-1 was synthesized through a reaction in the ethanol solution of 8-hydroxyquinoline, 2,2′-diol-stilbene (L3) and GaCl3. First, a solution of 8-hydroxyquinoline (0.05M) and piperidine (0.05M) in 100 ml ethanol was added to a solution of GaCl3 (0.5M) in 10 ml ethanol very slowly with an intensive stirring. Then, a solution of L3 (0.01M) and piperidine (0.02M) in 500 ml ethanol was introduced slowly. The mixture was stirred for about 1 hour and cooled to room temperature and kept in dark for about 1 hour. A scarlet precipitate was formed when equivalent amount water was poured into the solution. The product was collected by filtration and washed with ethanol rapidly, then dried under an infrared lamp. The obtained product powder showed strong red fluorescence under an ultraviolet lamp. The materials were further purified by an improved train sublimation method. The L3 ligand was obtained by typical synthesis method of stilbene. The molecular structure of Complex II-I was supported by mass spectrum (MS) and element analysis.

Workup

  1. customdark for about 1 hour
  2. additionwas poured into the solution
  3. filtrationThe product was collected by filtration
  4. washwashed with ethanol rapidly
  5. customdried under an infrared lamp
  6. customThe materials were further purified by an improved train sublimation method

Sources & evidence

ORD record
ord-f74015d51e014f619c2a7e41c1e8835b
Source dataset
uspto-grants-2007_06
Patent number
US07232616B2

Reaction notes

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