Unsymmetrical Bipyrrole-Derived beta-Tetraalkylporphycenes and C-H center dot center dot center dot Br-C Interaction Induced 2D Arrays of the 2: 1 Supramolecular Sandwich Complex of Their cis-/trans-Dibromo Isomers

作者：Pati Narendra N; Kumar B Sathish; Chandra Brijesh; Panda Pradeepta K

来源：European Journal of Organic Chemistry, 2017, 2017(3): 741-745.

DOI：10.1002/ejoc.201601584

• Arrays
• Photodynamic therapy
• Porphyrinoids
• Sandwich complexes
• Supramolecular chemistry

Two novel stable beta-tetraethylporphycenes (TEPos), namely, trans-TEPo (1T) and its unsymmetrical isomer cis-TEPo (1C), were synthesized by reductive McMurry coupling of an unsymmetrical bipyrrole dialdehyde and were isolated through recrystallization. Both isomers showed interesting photophysical properties. Their corresponding dibromo derivatives obtained through bromination of a mixture of 1C and 1T, how-ever, could not be separated in pure form. Interestingly, they were found to form an unprecedented 2: 1 supramolecular sandwich complex through pi-pi stacking interactions, and in addition, only strong C-H center dot center dot center dot Br-C interactions among the oppositely oriented cis isomers led to the formation of 2D arrays in the solid state.

• 出版日期2017-1-18