Synthesis of Cyclic Porphyrin Trimers through Alkyne Metathesis Cyclooligomerization and Their Host–Guest Binding Study

Journal Article · Fri Jun 17 00:00:00 EDT 2016 · Organic Letters

DOI:https://doi.org/10.1021/acs.orglett.6b01293· OSTI ID:1259252

Yu, Chao; Long, Hai; Jin, Yinghua; Zhang, Wei

Cyclic porphyrin trimers were synthesized through one-step cyclooligomerization via alkyne metathesis from diyne monomers. These macrocycles show interesting host-guest binding interactions with fullerenes, selectively binding C70 (6 x 103 M-1) over C60 and C84 (no binding observed). The fullerene-encapsulated host-guest complex can undergo guest or host exchange in the presence of another guest (2,4,6-tri(4-pyridyl)-1,3,5-triazine) or host (cage COP5) molecule with higher binding affinity.

• Research Organization: National Renewable Energy Lab. (NREL), Golden, CO (United States)
• Sponsoring Organization: USDOE Office of Energy Efficiency and Renewable Energy (EERE)
• DOE Contract Number: AC36-08GO28308
• OSTI ID: 1259252
• Report Number(s): NREL/JA-2C00-66644
• Journal Information: Organic Letters, Vol. 18, Issue 12; ISSN 1523-7060
• Publisher: American Chemical Society
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
cyclic porphyrin trimers
synthesis
cyclooligomerization
alkyne metathesis