Synthesis of a Benzodiazepine-derived Rhodium NHC Complex by C-H Bond Activation

Journal Article · Tue Jan 29 23:00:00 EST 2008 · Organometallics

OSTI ID:948126

Bergman, Roberg G; Ellman, Jonathan A

The synthesis and characterization of a Rh(I)-NHC complex generated by C-H activation of 1,4-benzodiazepine heterocycle are reported. This complex constitutes a rare example of a carbene tautomer of a 1,4-benzodiazepine aldimine stabilized by transition metal coordination and demonstrates the ability of the catalytically relevant RhCl(PCy{sub 3}){sub 2} fragment to induce NHC-forming tautomerization of heterocycles possessing a single carbene-stabilizing heteroatom. Implications for the synthesis of benzodiazepines and related pharmacophores via C-H functionalization are discussed.

• Research Organization: Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA (US)
• Sponsoring Organization: Chemical Sciences Division
• DOE Contract Number: AC02-05CH11231
• OSTI ID: 948126
• Report Number(s): LBNL-1478E
• Journal Information: Organometallics, Journal Name: Organometallics; ISSN ORGND7; ISSN 0276-7333
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
CARBENES
RHODIUM
SYNTHESIS
TRANSITION ELEMENTS