Chlorobis(cyclooctene)rhodium Dimer on:
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Chlorobis(cyclooctene)rhodium dimer is an organorhodium compound with the formula Rh2Cl2(C8H14)4, where C8H14 is ''cis''-
The total synthesis of lithospermic acid employs "guided C-H functionalization" late stage to a highly functionalized system. The directing group, a 
cyclooctene
Cyclooctene is the cycloalkene with a formula . Its molecule has a ring of 8 carbon atoms, connected by seven single bonds and one double bond.
Cyclooctene is notable because it is the smallest cycloalkene that can exist stably as either the '' ...
. Sometimes abbreviated Rh2Cl2(coe)4, it is a red-brown, air-sensitive solid that is a precursor to many other organorhodium compounds and catalysts.
The complex is prepared by treating an alcohol solution of hydrated
In chemistry, a hydrate is a substance that contains water or its constituent elements. The chemical state of the water varies widely between different classes of hydrates, some of which were so labeled before their chemical structure was understo ...
rhodium trichloride with cyclooctene at room temperature. The coe ligands are easily displaced by other more basic ligand
In coordination chemistry, a ligand is an ion or molecule with a functional group that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's el ...
s, more so than the diene ligands in the related complex cyclooctadiene rhodium chloride dimer.
Catalyst for C-H activation
C-H activation is often catalyzed by chlorobis(cyclooctene)rhodium dimer as demonstrated in the synthesis of a strained bicyclic enamine. : The synthesis of a mescaline analogue involves enantioselective annulation of an aryl imine via a C-H activation.
The total synthesis of lithospermic acid employs "guided C-H functionalization" late stage to a highly functionalized system. The directing group, a chiral
Chirality () is a property of asymmetry important in several branches of science. The word ''chirality'' is derived from the Greek language, Greek (''kheir''), "hand", a familiar chiral object.
An object or a system is ''chiral'' if it is dist ...
nonracemic imine, is capable of performing an intramolecular alkylation, which allows for the rhodium-catalyzed conversion of imine to the dihydrobenzofuran.
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