CAS 12279-09-3 Chlorobis(cyclooctene)rhodium(I) dimer

Synonyms

Cyclooctene;rhodium;dichloride

IUPAC Name

cyclooctene;rhodium;dichloride;

Molecular Weight

717.5

Molecular Formula

C32H56Cl2Rh2

Canonical SMILES

C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.[Cl-].[Cl-].[Rh].[Rh]

InChI

InChI=1S/4C8H14.2ClH.2Rh/c4*1-2-4-6-8-7-5-3-1;/h4*1-2H,3-8H2;2*1H;/p-2/b4*2-1-;

InChI Key

ZFCBAJWXKUDJSW-XFCUKONHSA-L

Melting Point

190 °C

Purity

98%+

Appearance

Orange to red crystal

Storage

Freezer

Complexity

62.1

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

Exact Mass

716.1869

Formal Charge

-2

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

C1CC/C=C\CCC1.C1CC/C=C\CCC1.C1CC/C=C\CCC1.C1CC/C=C\CCC1.[Cl-].[Cl-].[Rh].[Rh]

Monoisotopic Mass

716.1869

Rotatable Bond Count

Topological Polar Surface Area

0 Å²

Application

Chlorobis(cyclooctene)rhodium(I) dimer serves as a versatile catalyst, primarily utilized in various organic synthesis processes. This orange-brown powder facilitates the synthesis of enantioenriched gem-diaryl sulfonates through the asymmetric 1,4-addition of aryl boronic acids to α,β-unsaturated sulfonyl compounds. It is instrumental in direct C-arylation of N-unprotected indoles and pyrroles, as well as in the carboxylation of arenes via C-H bond activation. Furthermore, this organometallic complex plays a crucial role in the arylzincation of alkynes and acts as a foundational component in developing other rhodium-based catalysts. This includes the creation of rhodium bis(phosphinimine)pyrrole pincer carbonyl complexes designed for the deoxygenative metathesis of carbon monoxide.

March 27, 2025

Essential Catalyst for Cutting-Edge Research

Chlorobis(cyclooctene)rhodium(I) dimer is invaluable in my lab. It's crucial for asymmetric 1,4-addition and direct C-arylation reactions. Its consistent performance makes it indispensable for complex synthesis tasks.