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CAS RN: 106294-60-4 | Product Number: B4893

(2,2'-Bipyridine)bis(2-phenylpyridinato)iridium(III) Hexafluorophosphate


Purity: >90.0%(HPLC)
Synonyms:
  • [Ir(ppy)2(bpy)]PF6
  • (2,2'-Bipyridine-κN1N1')bis[2-(2-pyridinyl-κN)phenyl-κC]iridium(III) Hexafluorophosphate
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200MG
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Product Number B4893
Purity / Analysis Method >90.0%(HPLC)
Molecular Formula / Molecular Weight C__3__2H__2__4F__6IrN__4P = 801.75  
Physical State (20 deg.C) Solid
CAS RN 106294-60-4
Reaxys Registry Number 16526752
PubChem Substance ID 253661417
Specifications
Appearance Light yellow to Brown powder to crystal
Purity(HPLC) min. 90.0 area%
Elemental analysis(Nitrogen) 6.00 to 8.00 %
Properties (reference)
Melting Point 250 °C
Maximum Absorption Wavelength 255(CH3CN) nm
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
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Application
TCI Practical Example: The Synthesis of α-Aminoamide Catalyzed by a Visible Light Photoredox Catalyst

TCI反応実例:可視光レドックス触媒を用いたα-アミノアミドの合成反応

Used Chemicals

Procedure

N,N-Dimethylaniline (0.18 g, 1.5 mmol, 1.0 eq), TosMIC (0.439g, 2.25 mmol, 1.5 eq), Ir[(ppy)2(bpy)]PF6 (12 mg, 0.015 mmol, 1.0 mol%), ion-exchanged water (0.27 mL, 15 mmol, 10 eq) were dissolved in acetonitrile (10 mL) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp. The orange solution was stirred at rt under visible light irradiation. After 2 days of irradiation, the solvent was removed in vacuo and the resulting residue was purified by column chromatography on silica gel (hexane:ethyl acetate = 9:1 – 1:1 - 0:1) to give compound 1 as a light blown solid (131 mg, y. 26%).

Experimenter’s Comments

Acetonitrile was degassed with nitrogen for 1 hour before use.
Irradiation of visible light was performed with Kessil A160WE Tuna Blue 40W×2.
The reaction mixture was monitored by 1H NMR and TLC (hexane:ethyl acetate = 1:1, Rf = 0.23).

Analytical Data

Compound 1

1H NMR (400 MHz, CDCl3); δ 7.72 (d, J = 8.2 Hz, 2H), 7.34-7.27 (m, 5H), 6.89 (t, J = 6.9 Hz, 1H), 6.67 (d, J = 8.7 Hz, 2H), 4.69 (d, J = 6.9 Hz, 2H), 3.75 (s, 2H), 2.99 (s, 3H), 2.45 (s, 3H).

13C NMR (101 MHz, CDCl3); δ 170.3, 148.9, 145.6, 133.6, 129.9, 129.4, 128.8, 119.2, 113.3, 59.8, 58.5, 40.0, 21.8.

Lead Reference

Other References


PubMed Literature


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