Английская Википедия:Chlorobis(cyclooctene)rhodium dimer

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Chlorobis(cyclooctene)rhodium dimer is an organorhodium compound with the formula Rh2Cl2(C8H14)4, where C8H14 is cis-cyclooctene. 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 rhodium trichloride with cyclooctene at room temperature.[1] The coe ligands are easily displaced by other more basic ligands, 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.[2]

C–H bond activation Yotphan 2008
C–H bond activation Yotphan 2008

The synthesis of a mescaline analogue involves enantioselective annulation of an aryl imine via a C-H activation.[3]

Файл:Mescalineprep.jpg

The total synthesis of lithospermic acid employs "guided C-H functionalization" late stage to a highly functionalized system. The directing group, a chiral nonracemic imine, is capable of performing an intramolecular alkylation, which allows for the rhodium-catalyzed conversion of imine to the dihydrobenzofuran.[4]

Key step in synthesis of lithospermic acid
Key step in synthesis of lithospermic acid

References

  1. ↑ Van der Ent, A.; Onderdelinden, A. L. "Chlorobis(cyclooctene)rhodium(I) and di-μ-chlorobis[bis(cryclooctene)iridium] (I) complexes" Inorganic Syntheses 1973, volume 14, pp. 92-5. Шаблон:Doi
  2. ↑ Шаблон:Cite journal
  3. ↑ Шаблон:Cite journal
  4. ↑ Шаблон:Cite journal

Шаблон:Rhodium compounds

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