CAS 502964-52-5 Nitro-grela - Catalysts / Alfa Chemistry

Synonyms

[1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro[(2-isopropoxy-5-nitrobenzylidene)]ruthenium(II)

IUPAC Name

[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichloro-[(5-nitro-2-propan-2-yloxyphenyl)methylidene]ruthenium;

Molecular Weight

671.63

Molecular Formula

C31H37Cl2N3O3Ru

Canonical SMILES

CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=C(C=CC(=C3)[N+](=O)[O-])OC(C)C)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C

InChI

InChI=1S/C21H26N2.C10H11NO3.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-7(2)14-10-5-4-9(11(12)13)6-8(10)3;/h9-12H,7-8H2,1-6H3;3-7H,1-2H3;2*1H;/q;+2/p-2

InChI Key

RQQSRSPQJIAORC-UHFFFAOYSA-L

Melting Point

>300 °C

Purity

97%+

Appearance

Green to dark green powder to crystal

Complexity

954

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Exact Mass

671.125538

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

671.125538

Rotatable Bond Count

Topological Polar Surface Area

61.5 Å²

Application

Nitro-grela serves as a universal catalyst for olefin metathesis transformations, showcasing exceptional performance across a diverse range of reactions. It is particularly effective in cross metathesis reactions between type 1 olefins and electron-deficient partners, as well as in the cross metathesis of disubstituted internal olefins. As a stable olefin metathesis initiator, it is active in various ring-closing, cross, and enyne metathesis reactions. Nitro-grela's efficacy has been demonstrated in numerous total syntheses of natural and biologically active compounds and is instrumental in applications within material science. Additionally, it is a crucial component in the efficient synthesis of the HCV Protease Inhibitor, BILN 2061.

March 29, 2025

Versatile and Efficient Catalyst for Olefin Metathesis

Using Nitro-grela in my research was transformative. It excelled in cross metathesis with disubstituted olefins, proving its efficiency in synthesizing complex compounds. A must-have for anyone in synthetic chemistry.