Reversal of Regioselectivity during Photodimerization of 2-Anthracenecarboxylic Acid in a Water-Soluble Organic Cavitand

Xueqin Wei, A. Mohan Raj, Jiecheng Ji, Wanhua Wu, Giri Babu Veerakanellore, Cheng Yang, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

The value of octa acid (OA) as a reaction vessel in steering a photoreaction toward a less favored product was established. Photodimerization of 2-anthracenecarboxylic acid within OA yields exclusively head-to-head dimers, while in media such as solution, cyclodextrins (CD) and related hosts yield predominantly head-to-tail dimers. Further, OA enhances the chiral selectivity on the product dimers. The difference between OA and CD is attributed to the variation in the dimensions of their entry ports.

Original languageEnglish (US)
Pages (from-to)7868-7872
Number of pages5
JournalOrganic letters
Volume21
Issue number19
DOIs
StatePublished - Oct 4 2019

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Reversal of Regioselectivity during Photodimerization of 2-Anthracenecarboxylic Acid in a Water-Soluble Organic Cavitand'. Together they form a unique fingerprint.

  • Cite this