A rare and exclusive endoperoxide photoproduct derived from thiacalix[4]arene crown-shaped derivative bearing 9,10-substituted anthracene moiety

Zhao, Jiang Lin; Wu, Chong; Tomiyasu, Hirotsugu; Zeng, Xi; Elsegood, Mark R.J.; Redshaw, Carl; Yamato, Takehiko

Abstract

A rare and exclusive endoperoxide photoproduct was quantitatively obtained from a thiacalix[4]arene crown-shaped derivative upon irradiation at λ=365 nm; the structure was unambiguously confirmed by 1H/13C NMR spectroscopy and X-ray crystallography. The prerequisites for the formation of the endoperoxide photoproduct have also been discussed. Furthermore, the photochemical reaction rate could be greatly enhanced in the presence of the thiacalix[4]arene platform because it served as a host to capture oxygen.

Citation

Zhao, J. L., Wu, C., Tomiyasu, H., Zeng, X., Elsegood, M. R., Redshaw, C., & Yamato, T. (2016). A rare and exclusive endoperoxide photoproduct derived from thiacalix[4]arene crown-shaped derivative bearing 9,10-substituted anthracene moiety. Chemistry - An Asian Journal, 11(10), 1606-1612. https://doi.org/10.1002/asia.201600202

• Acceptance Date: Mar 20, 2016
• Online Publication Date: May 11, 2016
• Publication Date: May 20, 2016
• Deposit Date: Jun 22, 2016
• Publicly Available Date: Jun 22, 2016
• Journal: Chemistry - an Asian journal
• Print ISSN: 1861-4728
• Electronic ISSN: 1861-471X
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 11
• Issue: 10
• Pages: 1606-1612
• DOI: https://doi.org/10.1002/asia.201600202
• Keywords: Anthracenes; Cycloaddition; Photochemistry; Reaction mechanisms; Thiacalixarenes
• Public URL: https://hull-repository.worktribe.com/output/440074
• Publisher URL: http://onlinelibrary.wiley.com/doi/10.1002/asia.201600202/abstract
• Additional Information: Authors' accepted manuscript of article published in: Chemistry - an Asian journal, 2016, v.11, issue 10