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Merck
CN
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文件

29590

Sigma-Aldrich

1,5-环辛二烯(吡啶)(三环己基磷化氢)铱六氟磷酸盐

≥99.0% (C)

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别名:
[Ir（cod）（PCy3）（py）]PF6, Crabtree 催化剂, [Ir(cod)(PCy3)(py)]PF6, 六氟磷酸(三环己基膦)(1,5-环辛二烯)(吡啶)合铱, 铱(I)六氟磷酸(1,5-环辛二烯)-(吡啶)-(三环己基膦)复合物
经验公式（希尔记法）:
C31H50F6IrNP2
CAS号:
64536-78-3
分子量:
804.89
MDL编号:
MFCD00075097
UNSPSC代码:
12161600
PubChem化学物质编号:
57648382
NACRES:
NA.22

质量水平

100

检测方案

≥99.0% (C)

反应适用性

core: iridium
reagent type: catalyst

mp

175 °C (dec.) (lit.)

SMILES字符串

[Ir+].c1ccncc1.F[P-](F)(F)(F)(F)F.C2CC=CCCC=C2.C3CCC(CC3)P(C4CCCCC4)C5CCCCC5

InChI

1S/C18H33P.C8H12.C5H5N.F6P.Ir/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-6-8-7-5-3-1;1-2-4-6-5-3-1;1-7(2,3,4,5)6;/h16-18H,1-15H2;1-2,7-8H,3-6H2;1-5H;;/q;;;-1;+1/b;2-1-,8-7-;;;

InChI key

UJXHUUQZACSUOG-KJWGIZLLSA-N

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相关类别

包装

无底玻璃瓶。内含物装在插入的融合锥内。

其他说明

烯烃均相氢化反应的催化剂

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

分析证书(COA)

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R.H. Crabtree et al.
Journal of the American Chemical Society, 104, 6994-6994 (1982)
Krel, M.; Lallemand, J.-Y.; Guillou, C.
Synlett, 2043-2043 (2005)
Barry M Trost et al.
Journal of the American Chemical Society, 127(13), 4763-4776 (2005-03-31)
A wide variety of diynols containing tertiary, secondary, and primary propargylic alcohols undergo a cycloisomerization reaction to form dienones and dienals in the presence of a catalytic amount of [CpRu(CH(3)CN)(3)]PF(6). The formation of five- and six-membered rings is possible using
Eric Clot et al.
Journal of the American Chemical Society, 126(28), 8795-8804 (2004-07-15)
[H2Ir(OCMe2)2L2]BF4 (1) (L = PPh3), a preferred catalyst for tritiation of pharmaceuticals, reacts with model substrate 2-(dimethylamino)pyridine (py-NMe2; py = 2-pyridyl) to give chelate carbene [H2Ir(py-N(Me)CH=)L2]BF4 (2a) via cyclometalation, H2 loss, and reversible alpha-elimination. Agostic intermediate [H2Ir(py-N(Me)CH2-H)L2]BF4) (4a), seen by
J.M. Brown
Angewandte Chemie (International Edition in English), 99, 169-169 (1987)
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Crabtree Group – Professor Product Portal

The Crabtree Group developed the [(cod)IrLL']PF6 series of catalysts, where L is a P-donor such as PCy3 and L' and N-donor such as pyridine. These are very active in the hydrogenation of sterically hindered alkenes. The catalyst also shows directing effects as a result of binding of the catalyst to suitable functional groups on the substrate, followed by addition of H2 from the same side of the substrate that the functional group is located. Two versions of the catalyst are available from us one with PF6 and the other with BArF4 counteranion.

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