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CAS RN: 12148-71-9 | 產(chǎn)品編碼: C2662

(1,5-Cyclooctadiene)(methoxy)iridium(I) Dimer


純度/分析方法:
別名:
  • (1,5-環(huán)辛二烯)(甲氧基)銥(I)二聚體
  • 雙(1, 5-環(huán)辛二烯)二-μ-甲氧基二銥(I)
  • Bis(1,5-cyclooctadiene)di-μ-methoxydiiridium(I)
產(chǎn)品文檔:
200MG
¥1,520.00
11   9   ≥40 
250MG
¥1,850.00
4   5   請聯(lián)系我們
1G
¥6,970.00
25   28   ≥100 
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產(chǎn)品編碼 C2662
分子式/分子量 C__1__8H__3__0Ir__2O__2 = 662.87 
外觀與形狀(20°C) 固體
儲存溫度 冷凍 (<0°C)
儲存在惰性氣體下 存放于惰性氣體之中
應(yīng)避免的情況 光,空氣,濕氣 (分解),加熱
包裝和容器 1G-帶有塑料內(nèi)管的玻璃瓶 (查看圖片),  200MG-帶有塑料內(nèi)管的玻璃瓶 (查看圖片),  250MG-帶有塑料內(nèi)管的玻璃瓶 (查看圖片)
CAS RN 12148-71-9
Reaxys-RN 14520157
PubChem物質(zhì)ID 160871404
MDL編號

MFCD08459360

技術(shù)規(guī)格
Appearance Light yellow to Amber to Dark green powder to crystal
Elemental analysis(Carbon) 31.50 to 34.00 %
物性(參考值)
熔點 179 °C(dec.)
GHS
相關(guān)法規(guī)
新化學物質(zhì)備案回執(zhí)號 B1A232216328
運輸信息
監(jiān)管條件代碼(*)
應(yīng)用
TCI Practical Example: Hartwig-Miyaura C-H Borylation Using an Iridium Catalyst

TCI Practical Example: Hartwig-Miyaura C-H Borylation Using an Iridium Catalyst

Used Chemicals

Procedure

A solution of dtbpy (27 mg, 0.05 mmol), bis(pinacolato)diboron (1.0 g, 4.0 mmol) and [Ir(cod)OMe]2 (33 mg, 0.025 mmol) in cyclohexane (40 mL) was stirred under nitrogen at room temperature for 10 min. Benzo[1,2-b:4,5-b']dithiophene (380 mg, 2.0 mmol) was added the mixture and stirred 80 ?C for 18 hours. The reaction mixture was quenched with water and separated both layers, extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the crude was washed with methanol (20 mL) to give 1 as a white solid (0.771 g, 87% yield).

Experimenter’s Comments

The reaction mixture was monitored by NMR.
Cyclohexane was bubbled with nitrogen before use.

Analytical Data

Compound 1

1H NMR (270 MHz, CDCl3); δ 8.36 (s, 2H), 7.90 (s, 2H), 1.39 (s, 24H).

Lead Reference


應(yīng)用
Hartwig-Miyaura C-H Borylation

Reference


應(yīng)用
Catalytic Functionalization of Un-activated Primary C―H Bonds

Typical Procedure:
An alcohol or ketone substrate is dissolved in THF and treated with a freshly prepared solution of [Ir(cod)OMe]2 (0.05 mol%) in THF and then with neat Et2SiH2 (1.2 eq.). The resulting solution is stirred at room temperature (23 °C) until complete conversion of the alcohol or ketone. At the completion of the reaction, the corresponding diethyl(hydrido)silyl ether is observed. Then the reaction mixture is placed under high vacuum for 1 h. The concentrated diethyl(hydrido)silyl ether is sequentially treated with freshly prepared solutions of norbornene (1.2 eq.) in THF and [Ir(cod)OMe]2 (0.5 mol%) in THF, and then with a slurry of Me4phen (1.25 mol%) in THF. The resulting solution is stirred at room temperature for 1 h and then heated it at 80-120 °C until complete conversion to the corresponding oxasilolane is observed. Then the crude reaction mixture containing the oxasilolane is sequentially treated with MeOH, KHCO3 (2.5 eq.) and H2O2 (30% solution in H2O, 10 eq.), and the resulting mixture is stirred overnight at 50 °C. The reaction is carefully quenched with aq. NaHSO3, and the resulting mixture is extracted with EtOAc. The combined organic layer is sequentially washed with 1 M HCl and sat. NaHCO3, and then dried with MgSO4. The resulting organic layer is filtered through Celite and concentrated to provide the crude diol, which is either purified directly or after conversion to the corresponding acetate derivative through treatment with Ac2O and Et3N.

References


參考文獻


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