Formation of a Fluorous/Organic Biphasic Supramolecular Octopus Assembly for Enhanced Porphyrin Phosphorescence in Air

Chi Yang, Ravi K. Arvapally, Sammer M. Tekarli, Gustavo A. Salazar, Oussama Elbjeirami, Xiaoping Wang, Mohammad A. Omary

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

The trinuclear triangle-shaped system [tris{3,5-bis(heptafluoropropyl)-1,2,4-triazolatosilver(I)}] (1) and the multi-armed square-shaped metalloporphyrin PtOEP or the free porphyrin base H2OEP serve as excellent octopus hosts (OEP=2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine). Coupling of the fluorous/organic molecular octopi 1 and H2OEP or PtOEP by strong quadrupole–quadrupole and metal–π interactions affords the supramolecular assemblies [1⋅PtOEP] or [1⋅H2OEP] (2 a), which feature nanoscopic cavities surrounding the upper triangular and lower square cores. The fluorous/organic biphasic configuration of [1⋅PtOEP] leads to an increase in the phosphorescence of PtOEP under ambient conditions. Guest molecules can be included in the biphasic double-octopus assembly in three different site-selective modes.

Original languageEnglish
Pages (from-to)4842-4846
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number16
DOIs
StatePublished - Apr 13 2015

Funding

Support by the U.S. National Science Foundation (CHE-1413641, CHE-0911690, CMMI-0963509, and CHE-0840518) and the Robert A. Welch Foundation (Grant B-1542) is gratefully acknowledged. X.P.W. acknowledges support by the Scientific User Facilities Division, Office of Basic Energy Sciences, U.S. Department of Energy (DE-AC05-00OR22725) managed by UT Battelle, LLC.

Keywords

  • fluorine
  • heterocycles
  • luminescent materials
  • porphyrins
  • supramolecular chemistry

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