1,3-Dipolar Cycloaddition Reactions of Low Valent Metal-Carbonyl Complexes with Arylnitrile-N-Oxides.

Abstract

Several low valent metal carbonyl complexes are reported to react with arylnitrile-N-oxides for form (O-N=(Ar)C-M-C(O)) from a 1,3-dipolar cycloaddition of arylinitrile-N-oxide to a M-C(O) bond. Complexes (Et4N)((Ph3P)(CO)RhC2B9H11)(1a;3,1,2 isomer and 1b; 2,1,7 isomer) react with benzonitrile-N-oxide to produce cycloadducts 2a and 2b, respectively. Similarly K(18-crown-6) la and (Et4N) lb react with m-fluorobenzonitrile-N-oxide to produce 3a and 3b, respectively. Analytical and spectral characterization of the new cycloadducts was supported by the X-ray diffraction study of the (PPN) + salt of 3b. Reactions of the cycloadducts with CO are described. The complexes K(18-crown-6)M(CO)5(M=Re, Mn) react with benzonitrile -n-oxide to produce cycloadducts 5a and 5b, respectively. Complex 5 a is quite stable, but 5b is exceedingly unstable. (N-5-C5(CH3)5) Rh(CO)2 reacts with p-chlorobenzo-nitrile-N-Oxide to produce an intermediate cycloadduct, 8, which can be converted to the known dimeric complex ((N5-C5(CH3)5)Rh(micron-CO))2.

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Document Details

Document Type
Technical Report
Publication Date
Mar 15, 1983
Accession Number
ADA127027

Entities

People

  • Carolyn B. Knobler
  • John A. Walker
  • M. Frederick Hawthorne

Organizations

  • University of California, Los Angeles

Tags

Communities of Interest

  • Ground and Sea Platforms

DTIC Thesaurus Topics

  • Benzonitriles
  • Biochemistry
  • California
  • Carbonyl Complexes
  • Chemical Synthesis
  • Chemistry
  • Diffraction
  • Inorganic Chemistry
  • Massachusetts
  • Military Research
  • New York
  • North Carolina
  • Pennsylvania
  • United States
  • Virginia
  • X Rays
  • X-Ray Diffraction

Fields of Study

  • Chemistry

Readers

  • Aerospace Research.
  • Organic Chemistry