Toward Covalently Linked Organic Networks: Model Studies and Connector Syntheses

Ken S. Feldman, Robert F. Campbell, Joe C. Saunders, Chuljin Ahn, Katherine M. Masters

Research output: Contribution to journalArticlepeer-review

26 Scopus citations


A model 1-naphthoic acid bearing a peri-positioned cinnamic acid residue crystallizes as a closed H-bonded dimer. Irradiation of this crystalline solid provides an α-truxillate-type cyclobutane photodimer in quantitative yield. Further synthesis studies have led to more highly functionalized naphthoic/cinnamic acid species capable of (pseudo)centrosymmetric attachment to polyvalent hubs. This system demonstrates the feasibility of designing a covalent molecular connector whose orientation is encoded by its H-bonding pattern.

Original languageEnglish (US)
Pages (from-to)8814-8820
Number of pages7
JournalJournal of Organic Chemistry
Issue number25
StatePublished - Jan 1 1997

All Science Journal Classification (ASJC) codes

  • Organic Chemistry


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