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co create let’s Metathesis does it better, Umicore does it best

Metathesis does it better, Umicore does it best · Legend SIMes SI(o-Tol) SIPr i Pr N N iPr iPr iPr SIPr N N SIMes N N iPr iPr SIMes SIPr MZ series Z-selective Ruthenium Metathesis

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co create

let’s

Metathesis does it better, Umicore does it best

Let’s work together to create ground-breaking chemistry.

Easy access toa secure &

comprehensive IP portfolio

Leading edge homogeneous

catalysts

Technologyexpertise & support of

top tieruniversities

Globalmanufacturing

capabilities & market presence

With the goal to offer you the most comprehensive catalyst portfolio, we have acquired Materia’s unique metathesis proprietary technology, developed by Chemistry Nobel Prize Laureate Professor Robert H. Grubbs and his team.

Our metathesis catalysts deliver highly selective carbon-carbon bonds, with high yields and minimal waste, for more precise and efficient reactions.

We support your metathesis needs from research through to commercial scale, offering the very best in R&D, IP security, global manufacturing and security of supply.

We will continue to focus on innovation to allow you to develop more efficient, cost-effective and sustainable chemistry.

Let’s co-create.

Now including Grubbs Catalysts®

A selection of Umicore Grubbs Catalysts®

M3 series Ruthenium Metathesis Grubbs Catalysts 2nd Generation (N ligands)

NHC Ligand L1 Ligand L2 Trade Name Chemical Formula CAS Number

SIMes py ClUmicore Grubbs Catalyst® M31

(SIMes)Ru(py)(Ind)Cl2 1031262-76-6

SIPr py ClUmicore Grubbs Catalyst® M31 SIPr

(SIPr)Ru(py)(Ind)Cl2 1304756-39-5

SIMes py pyUmicore Grubbs Catalyst® M31a (C727)

(SIMes)Ru(py)2(benzylidene)Cl2 357186-58-4

Ru

PhCl

L2

L1

NHC

RuPh

LCl

L

NHCCl

M31

M31a

M1 series Ruthenium Metathesis Grubbs Catalysts 1st Generation

Ligand L Trade Name Chemical Formula CAS Number

PCy3

Umicore Grubbs Catalyst® M1

Ru(PCy3)2(Ind)Cl2 250220-36-1

PCy3

Umicore Grubbs Catalyst® M1a (C823)

Ru(PCy3)2(benzylidene)Cl2 172222-30-9

PCy3

Umicore Grubbs Catalyst® M1b (C801)

Ru(PCy3)2(butenylidene)Cl2 194659-03-5

Ru

PhCl

ClL

L

RuPh

Cl

ClL

L

RuCl

ClL

L

M1

M1a

M1b

M2 series Ruthenium Metathesis Grubbs Catalysts 2nd Generation

NHC Ligand L1 Ligand L2 Trade Name Chemical Formula CAS Number

SIMes PCy3 ClUmicore Grubbs Catalyst® M2

(SIMes)Ru(PCy3)(Ind)Cl2 536724-67-1

SIMes PPh3 ClUmicore Grubbs Catalyst® M20

(SIMes)Ru(PPh3)(Ind)Cl2 340810-50-6

SIMes Cl P(OiPr)3

Umicore Grubbs Catalyst® M22

(SIMes)Ru(P(OiPr)3)(Ind)Cl2 1255536-61-8

SIPr PPh3 ClUmicore Grubbs Catalyst® M20 SIPr

(SIPr)Ru(PPh3)(Ind)Cl2 1307233-23-3

SIMes PCy3 -Umicore Grubbs Catalyst® M2a (C848)

(SIMes)Ru(PCy3)(benzylidene)Cl2 246047-72-3

SIMes PCy3 -Umicore Grubbs Catalyst® M2b (C827)

(SIMes)Ru(PCy3)(butenylidene)Cl2 253688-91-4

Ru

PhCl

L2

L1

NHC

RuPh

Cl

ClL

NHC

RuCl

ClL

NHC

M2 + M20 + M22

M2a

M2b

Please visit our website to find a comprehensive list of Umicore Grubbs Catalysts®

www.pmc.umicore.com

Legend SIMes SI(o-Tol) SIPriPr

NNiPr iPr

iPr

SIPr

NN

SIMes

NN

iPr

NNiPr iPr

iPr

SIPr

NN

SIMes

MZ seriesZ-selective Ruthenium Metathesis Grubbs Catalysts 2nd Generation

Trade Name CAS Number

Umicore Hoveyda-Grubbs Catalyst® MZ1c (C633)

1352916-84-7

Umicore Hoveyda-Grubbs Catalyst® MZ2c (C675)

1451807-77-4

Ru

O

NN

O

ON

O

Ru

O

NN

iPr

iPrO

ON

O

MZ1c

MZ2c

M7 series Ruthenium Metathesis Hoveyda-Grubbs Catalysts 1st/2nd Generation

NHC R Ligand L Trade Name CAS Number

- - PCy3

Umicore Hoveyda-Grubbs Catalyst® M70 (C601)

203714-71-0

SIMes NH(CO)CF4

Umicore Hoveyda-Grubbs Catalyst® M71 SIMes

1025728-56-6

SIPr NH(CO)CF3

Umicore Hoveyda-Grubbs Catalyst® M71 SIPr

1212008-99-5

SIMes NH(CO)OtBuUmicore Hoveyda-Grubbs Catalyst® M73 SIMes

1025728-57-7

SIPr NH(CO)OtBuUmicore Hoveyda-Grubbs Catalyst® M73 SIPr

1212009-05-6

SIMes HUmicore Hoveyda-Grubbs Catalyst® M72 (C627)

301224-40-8

SIPr HUmicore Hoveyda-Grubbs Catalyst® M72 SIPr (C711)

635679-24-2

SI(o-Tol) HUmicore Hoveyda-Grubbs Catalyst® M72 SI(o-Tol) (C571)

927429-61-6

Ru

O

Cl

L

Cl

Ru

O

Cl

NHC

Cl

R

M70

M71 + M72 + M73

M8 series Bis-NHC Ruthenium Metathesis Grubbs Catalysts 2nd Generation

NHC Trade Name Chemical Formula CAS Number

SIMesUmicore Grubbs Catalyst® M80 (C975-bis)

(SIMes)2Ru(Ind)Cl2 1383684-54-5

SIMesUmicore Grubbs Catalyst® M80a (C875-bis)

(SIMes)2Ru(benzylidene)Cl2 508172-19-8

SIMesUmicore Grubbs Catalyst® M80b (C853-bis)

(SIMes)2Ru(butenylidene)Cl2

Ru

PhCl

ClNHC

NHC

RuPh

Cl

ClNHC

NHC

RuCl

ClNHC 2

NHC 1

M80

M80a

M80b

We understand the rapidly changing needs of our clients throughout the world, & provide:

…all with the intent of enabling current & future technologies.

Innovative, metal-based

chemistry

Collaborative R&D

Process development and scale up

Commercial-scale manufacturing

Supply chain expertise

Electronics

Phar

mac

eutic

als

Chemicals

Automobile

ElectronicMaterials

Platinum GroupMetal Blacks

Highly Potent APIs

HomogeneousCatalysts

Precursors for Heterogeneous

Catalysts

Platinum Group Metal Solutions

Exclusive Metal based Chemical

Solutions

Fuel CellCatalysts

We offeran integrated long-term collaborativepartnership approach to research,development & commercial manufacturing

Makesinnovationpossible

Offers customerscontinued supportthroughout theproduct’s life cycle

www.umicore.com

For inquiries and additional information please contact

Umicore AG & Co. KGRodenbacher Chaussee 4

63457 Hanau-WolfgangGermany

Tel.: +49 (6181) 59 2471Fax: +49 (6181) 59 [email protected]