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105333-10-6

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105333-10-6 Usage

Uses

A superior precursor for the preparation of palladium(0)-based cross-coupling and other catalytic reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 105333-10-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,5,3,3 and 3 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 105333-10:
(8*1)+(7*0)+(6*5)+(5*3)+(4*3)+(3*3)+(2*1)+(1*0)=76
76 % 10 = 6
So 105333-10-6 is a valid CAS Registry Number.

105333-10-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Pd(η3-1-Ph-C3H4)(η5-C5H5)

1.2 Other means of identification

Product number -
Other names Pd(η3-1-PhC3H4)(η5-C5H5)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105333-10-6 SDS

105333-10-6Upstream product

105333-10-6Relevant articles and documents

Pd(η3-1-PhC3H4)(η5- C5H5), an unusually effective catalyst precursor for Suzuki-Miyaura cross-coupling reactions catalyzed by bis-phosphine palladium(0) compounds

Fraser, Andrew W.,Besaw, Jessica E.,Hull, Laura E.,Baird, Michael C.

, p. 2470 - 2475 (2012)

It has previously been shown that the easily handled, heat- and air-stable compound Pd(η3-1-PhC3H4)(η5- C5H5) (Vb) reacts rapidly with a wide variety of tertiary phosphines L to produce near-quantitative yields of the corresponding Pd(0) compounds PdL2, which are widely believed to be the active species in many often-used cross-coupling catalyst systems based on Pd(PPh 3)4 (I), Pd2(dba)3 (II), PdCl 2 (III), and Pd(OAc)2 (IV). However, catalyst precursors I-IV are in fact known to preferentially generate sterically hindered, three-coordinate Pd(0) species rather than two-coordinate PdL2, and thus Vb is hypothetically expected to be a better catalyst precursor for e.g. Suzuki-Miyaura cross-coupling reactions. Utilizing the conventional Suzuki-Miyaura cross-coupling reaction of phenylboronic acid with bromoanisole, comparisons are made of the efficacies of catalyst systems based on Vb with those based on compounds I-IV (L = the representative phosphines PPh 3, PCy3, PBut3). As anticipated, catalysts generated from Vb are significantly more competent and, as a bonus, Vb makes palladium(0) complexes PdL2 available under rigorously anhydrous conditions.

Pd(η3-1-PhC3H4)(η5- C5H5), an unusually effective catalyst precursor for heck-mizoroki and sonogashira cross-coupling reactions catalyzed by bis-phosphine palladium(0) compounds

Fraser, Andrew W.,Jaksic, Bryan E.,Batcup, Rhys,Sarsons, Christopher D.,Woolman, Michael,Baird, Michael C.

supporting information, p. 9 - 11 (2013/03/13)

The compound Pd(η3-1-PhC3H4) (η5-C5H5) reacts essentially quantitatively with a variety of phosphines L to form cross-coupling catalysts of the type PdL2 and has recently been shown to be a much more effective catalyst precursor for Suzuki-Miyaura cross-coupling reactions in comparison to more commonly utilized precursors such as Pd(PPh3)4, Pd 2(dba)3, and Pd(OAc)2, which do not effectively generate two-coordinate species PdL2. This advantage is expected to apply also to e.g. Heck-Mizoroki and Sonogashira cross-coupling reactions, both of which are generally believed to be catalyzed by species of the type PdL 2. Therefore, comparisons of the efficacies of catalyst systems based on Pd(η3-1-PhC3H4)(η5- C5H5), Pd(PPh3)4, Pd 2(dba)3, and Pd(OAc)2 are made utilizing the conventional coupling reactions of aryl halides with methyl acrylate and styrene for Heck-Mizoroki coupling and with phenylacetylene for Sonogashira coupling. As anticipated, catalyst systems based on Pd(η3-1-PhC 3H4)(η5-C5H5) are found to be significantly more active.

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