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Chloro(1,5-cyclooctadiene)rhodium(I) dimer

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Catalog Number
ACM12092476-4
Product Name
Chloro(1,5-cyclooctadiene)rhodium(I) dimer
Structure
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CAS
12092-47-6
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Synonyms
Bis(cycloocta-1,5-diene)dichlorodirhodium
IUPAC Name
(1Z,5Z)-cycloocta-1,5-diene;rhodium;dichloride;
Molecular Weight
493.08
Molecular Formula
C16H24Cl2Rh2
Canonical SMILES
C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Rh].[Rh]
InChI
InChI=1S/2C8H12.2ClH.2Rh/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;2*1H;/p-2/b2*2-1-,8-7-;
InChI Key
PDJQCHVMABBNQW-MIXQCLKLSA-L
Melting Point
243 °C
Purity
98%
Appearance
Orange yellow powder
Storage
2-8°C
Complexity
72.6
Covalently-Bonded Unit Count
6
Defined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
4
EC Number
235-157-6
Exact Mass
491.93649
Formal Charge
-2
H-Bond Acceptor
2
Heavy Atom Count
20
Isomeric SMILES
C1/C=C\CC/C=C\C1.C1/C=C\CC/C=C\C1.[Cl-].[Cl-].[Rh].[Rh]
Monoisotopic Mass
491.93649
Rotatable Bond Count
0
Topological Polar Surface Area
0 Ų
Application
Chloro(1,5-cyclooctadiene)rhodium(I) dimer, known for its distinctive orange crystals, is an essential precursor to a variety of homogeneous catalysts. It plays a crucial role in asymmetric hydrogenation, enabling the selective conversion of prochiral alkenes. This dimer is instrumental in synthesizing other metal ligands utilized in catalysis. Its versatility extends to the creation of rhodium complexes with heterocyclic carbenes (NHCs), and it serves a key function when modified and applied to ferrite magnetic nanoparticles for the hydroformylation of olefins. Additionally, it is employed in crafting a triple-layer structure for use as a ring-opening polymerization catalyst. Its efficacy is demonstrated in the dehydrogenation of amine-borane complexes like ammonia-borane, as well as in facilitating the coupling of 1,3-dienes with activated methylene compounds. As a rhodium source, it proves vital for various applications, including asymmetric hydrogenation systems, hydrosilylation of ketones, and reductive aldol reactions. Moreover, it supports cis-hydroboration of terminal alkynes, [5 + 2] addition reactions, and highly enantioselective [2+2+2] carbocyclization processes, including the enantioselective hydroboration of cyclopropenes. This product has been optimized for superior catalytic efficiency.
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