Thiyl radical

In chemistry, a thiyl radical has the formula RS, sometimes written RS• to emphasize that they are free radicals. R is typically an alkyl or aryl substituent. Because the RS-H bonds are about 20% weaker than C-H bonds, thiyl radicals are relatively easily generated.[1] Thiyl radicals are intermediates in the thiol-ene reaction, which is the basis of some polymeric coatings and adhesives. They are generated by H-atom abstraction from thiols using initiators such as AIBN:[2]

RN=NR → 2 R• + N2
R• + R'SH → R'S• + RH

Thiyl radicals are also invoked as intermediates in some biochemical reactions.

References

  1. ↑ Dénès, F.; Pichowicz, M.; Povie, G.; Renaud, P. (2014). "Thiyl Radicals in Organic Synthesis". Chemical Reviews. 114: 2587–2693. doi:10.1021/cr400441m.
  2. ↑ Hoyle, C. E.; Lee, T. Y.; Roper, T. (2004). "Thiol–enes: Chemistry of the Past with Promise for the Future". Journal of Polymer Science Part A: Polymer Chemistry. 42: 5301–5338. doi:10.1002/pola.20366.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.