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Sulfonyl isocyanides RSO2NC.pdf (167.23 kB)

Sulfonyl isocyanides RSO2NC

preprint
submitted on 20.12.2017, 10:19 and posted on 20.12.2017, 15:28 by Curt Wentrup, Horst Briehl
Flash vacuum pyrolysis (FVP) of 5-azido-1-aryltetrazoles results in triple N2 elimination and formation of aryl isocyanides RNC, which rearrange in part to aroylnitriles RCN under the reaction conditions. Similar FVP of 5-azido-1-arenesulfonyltetrazoles generates a compound absorbing in the IR spectrum (77 K) at 2090 cm-1 and assigned the structure of arenesulfonyl isocyanide, ArSO2NC 11. FVP at temperatures above 600 oC results in progressively more nitrile ArSO2CN 12. Compound 11 also disappears on warming above -80 oC

Funding

Deutsche Forschungsgemeinschaft; The University of Queensland

History

Topic

  • Physical Organic Chemistry

Email Address of Submitting Author

wentrup@uq.edu.au

Institution

The University of Queensland

Country

Australia

ORCID For Submitting Author

0000-0003-0874-7144

Declaration of Conflict of Interest

The authors declare no conflict of interest

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