Reaction between an azabullvalene and nonacarbonyldi-iron

Y. Becker, A. Eisenstadt, Y. Shvo

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The reaction between 3-methoxy-4-azatricyclo-[3,3,2,02,8]deca-3, 6,9-triene and Fe2(CO)9 gives a novel σ-π-allyl heterocyclic tricarbonyliron complex (III) and methoxycarbonylcyclo- octatetraenetricarbonyliron complex (IV).

Original languageEnglish
Pages (from-to)1156
Number of pages1
JournalChemical Communications
Volume0
Issue number20
DOIs
StatePublished - 1972
Externally publishedYes

Bibliographical note

Funding Information:
results. This is in agreement with the fact that (11)was described by Paquette6 as the most stable structure of the azabullvalene under consideration. It is also noteworthy that unlike the complex (I) resulting from bullvalene, the imino double bond of (111)does not enter into a second complexation. One of us (Y.B.) thanks the National Council for Ke- search and Development for a Scholarship from the Eshkol Fund. We also thank Mrs. Weininger for n.m.r. deter- minations. (Received, 24th July 1972; Com. 1270.) t Compound (11) was obtained in a quantitative yield by methylation of 7-azabicyclo[4,2,2]deca-2,4,9-trien-8-onewith methyl fluorosulphonate. $ Mass spectral data were consistent with this formulation. 1 R. Aumann, Angew. Chem., 1971,83, 175. 2 R.Aumann, Angew. Chem., 1971,83, 176, 177; R.H.Moriarty, C. L. Yeh, and R. C. Ramey. J. Amer. Chem. SOC.,1971,93,6709; A. Eisenstadt, Tetrahedron Letters, 1972, 2005. 8 L.A. Paquette, J. R. Malpass, and T. J. Barton, J. Amer. Chem. SOL, 1969,91,4714. 4 D.Bryce and J. E. Lodge, J. Chem. SOC.,1963, 695. 6 L.A. Paquette, J. R. Malpass, G. R. Krow, and T. J. Barton, J. Amer. Chem. SOC.,1969,91,5296.

Funding

results. This is in agreement with the fact that (11)was described by Paquette6 as the most stable structure of the azabullvalene under consideration. It is also noteworthy that unlike the complex (I) resulting from bullvalene, the imino double bond of (111)does not enter into a second complexation. One of us (Y.B.) thanks the National Council for Ke- search and Development for a Scholarship from the Eshkol Fund. We also thank Mrs. Weininger for n.m.r. deter- minations. (Received, 24th July 1972; Com. 1270.) t Compound (11) was obtained in a quantitative yield by methylation of 7-azabicyclo[4,2,2]deca-2,4,9-trien-8-onewith methyl fluorosulphonate. $ Mass spectral data were consistent with this formulation. 1 R. Aumann, Angew. Chem., 1971,83, 175. 2 R.Aumann, Angew. Chem., 1971,83, 176, 177; R.H.Moriarty, C. L. Yeh, and R. C. Ramey. J. Amer. Chem. SOC.,1971,93,6709; A. Eisenstadt, Tetrahedron Letters, 1972, 2005. 8 L.A. Paquette, J. R. Malpass, and T. J. Barton, J. Amer. Chem. SOL, 1969,91,4714. 4 D.Bryce and J. E. Lodge, J. Chem. SOC.,1963, 695. 6 L.A. Paquette, J. R. Malpass, G. R. Krow, and T. J. Barton, J. Amer. Chem. SOC.,1969,91,5296.

FundersFunder number
Eshkol Fund
National Council

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