Synthesis of aminooxycarbene complexes of iron with N-alkyl, -allyl, and -carbamoyl groups

Journal Article · Wed Apr 08 00:00:00 EDT 1987 · Inorg. Chem.; (United States)

DOI:https://doi.org/10.1021/ic00254a002· OSTI ID:6450623

Johnson, L K; Angelici, R J

The aminoozycarbene complex Cp(CO)/sub 2/Fe(double bond COCH/sub 2/CH/sub 2/NH)/sup +/ (I) is deprotonated by NaH to give Cp(CO)/sub 2/Fe(-COCH/sub 2/CH/sub 2/N)(II), whose nitrogen reacts with electrophiles. With Me/sub 3/O/sup +/, II yields the N-methyl carbene Cp(CO)/sub 2/Fe(double bond COCH/sub 2/CH/sub 2/NMe)/sup +/ (III). Reaction of II with allyl bromide yields the N-allyl carbene Cp(CO)/sub 7/Fe(double bond COCH/sub 2/CH/sub 2/NCH/sub 2/CH double bond CH/sub 2/)/sup +/ (IV), which under UV photolysis loses CO, allowing the allyl group to coordinate in Cp(CO)Fe(double bond COCH/sub 2/CH/sub 2/NCH/sub 2/CH double bond CH/sub 2/)/sup +/. The nitrogen of II adds to the carbon of methyl isocyanate; this is followed by isocyanate nitrogen attack on a coordinated CO ligand to give a carbamoyl-carbene complex, Cp(CO)Fe(double bond COCH/sub 2/CH/sub 2/NC(double bond O)N(Me)C double bond O (VI). Protonation of VI cleaves the carbamoyl ligand to give the N carbamoyl carbene Cp(CO)/sub 2/Fe(double bond COCH/sub 2/CH/sub 2/NC(double bond O)NHMe)/sup +/. These interesting new complexes are characterized by their /sup 1/H and /sup 13/C NMR and ir spectra. 20 references, 4 tables.

• Research Organization: Iowa State Univ., Ames
• DOE Contract Number: W-7405-ENG-82
• OSTI ID: 6450623
• Journal Information: Inorg. Chem.; (United States), Vol. 26:7
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
CARBENES
SYNTHESIS
IRON COMPLEXES
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
CARBON 13
EXPERIMENTAL DATA
HYDROGEN 1
INFRARED SPECTRA
NMR SPECTRA
CARBON ISOTOPES
COMPLEXES
DATA
EVEN-ODD NUCLEI
HYDROGEN ISOTOPES
INFORMATION
ISOTOPES
LIGHT NUCLEI
NUCLEI
NUMERICAL DATA
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
RADICALS
SPECTRA
STABLE ISOTOPES
TRANSITION ELEMENT COMPLEXES
400201* - Chemical & Physicochemical Properties