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Volumn 102, Issue 26, 1980, Pages 7753-7759

An Electrically Neutral σ-Sulfuranyl Radical from the Homolysis of a Perester with Neighboring Sulfenyl Sulfur: 9-S-3 Species

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EID: 0039721948     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00546a019     Document Type: Article
Times cited : (415)

References (43)
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    • Direct observations of anionic tricoordinate sulfur analogues of 3, sulfuranide anions, have recently been reported
    • Direct observations of anionic tricoordinate sulfur analogues of 3, sulfuranide anions, have recently been reported by P. H. W. Lau and J. C. Martin, J. Am. Chem. Soc., 100, 7077 (1978), and neutral zwitterionic analogues by A. J. Arduengo and E. M. Burgess, Science., 99, 2376 (1977).
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    • Related 3c 3e bond types have been deduced for 9-P-4 phosphoranyl radicals
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    • For a review see N. N. Bubnov, S. P. Solodovnikov, A. I. Prokof'ev and M. I. Kabachnik, Russ. Chem. Rev. (Engl. Transl.), 47, 579 (1978). The low-temperature ESR spectrum for anion radical 18 shows a triplet which was ascribed to hyperfme coupling to two protons in a single catechol ligand. An alternative formulation for this 11-Si-6 species would invoke equal hyperfme coupling to the two pictured protons in a structure in which one of the three O-Si-O hypervalent bonds (the one involving O’ atoms) is a 3c,3e bond and the other two O-Si-O bonds are 3c,4e bonds. Observable coupling only to the pictured ring protons meta to the hypervalent bond would be analogous to our observations for 2.???
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    • Caution should be exercized when this reagent is used. Use of a plastic spoon and Teflon bottles is standard precaution
    • Caution should be exercized when this reagent is used. Use of a plastic spoon and Teflon bottles is standard precaution. P. D. Bartlett and H. Minato, J. Am. Chem. Soc., 85, 1858 (1963).
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    • The deuterated oxazolines were prepared by the method of A. I. Meyers and E. D. Mihelich, J. Org. Chem
    • The deuterated oxazolines were prepared by the method of A. I. Meyers and E. D. Mihelich, J. Org. Chem., 40, 3158 (1975).
    • (1975) , vol.40 , pp. 3158


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