A sulfonyl nitrene is a chemical compound with generic formula RSO2N. Known sulfonyl nitrenes include methyl sulfonyl nitrene, trifluoromethyl sulfonyl nitrene, and tolyl sulfonyl nitrene.[1] Also fluorosulfonyl nitrene FSO2N exists, but rearranges to FNSO2.[2] Preparation of sulfonyl nitrenes can be accomplished by heating sulfonyl azides:[3]
- RSO2N3 → RSO2N + N2
They are distinct from sulfinyl nitrenes which only have one oxygen attached to the sulfur atom.
References
edit- ^ Shainyan, Bagrat A.; Kuzmin, Anton V. (February 2014). "Sulfonyl nitrenes from different sources: computational study of formation and transformations". Journal of Physical Organic Chemistry. 27 (2): 156–162. doi:10.1002/poc.3254.
- ^ Zeng, Xiaoqing; Beckers, Helmut; Willner, Helge (4 February 2013). "Thermally Persistent Fluorosulfonyl Nitrene and Unexpected Formation of the Fluorosulfonyl Radical". Journal of the American Chemical Society. 135 (6): 2096–2099. doi:10.1021/ja312073w. PMID 23363420.
- ^ Abramovitch, Rudolph A.; Knaus, G. N.; Uma, V. (December 1969). "Aromatic substitution by sulfonyl nitrenes. Singlet or triplet reactive intermediates". Journal of the American Chemical Society. 91 (26): 7532–7533. doi:10.1021/ja01054a065.
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