Templating and Catalyzing [2+2] Photocycloaddition in Solution Using a Dynamic G-Quadruplex. Academic Article uri icon


  • We describe a templating/covalent capture strategy that enables photochemical formation of 8 cyclobutanes in one noncovalent assembly. This process was characterized by experiment and quantum mechanical/molecular mechanics (ONIOM) calculations. Thus, KI and 16 units of 5'-cinnamate guanosine form a G-quadruplex where C=C bonds in neighboring G4 -quartets are separated by 3.3, enabling [2+2] photocycloaddition in solution. This reaction is high-yielding (>90%), regio- and diastereoselective. Since all components are in dynamic equilibrium this photocycloaddition is catalytic in K+ .

published proceedings

  • Angew Chem Int Ed Engl

altmetric score

  • 5.3

author list (cited authors)

  • Sutyak, K. B., Lee, W., Zavalij, P. V., Gutierrez, O., & Davis, J. T.

citation count

  • 13

complete list of authors

  • Sutyak, Keith B||Lee, Wes||Zavalij, Peter V||Gutierrez, Osvaldo||Davis, Jeffery T

publication date

  • January 2018