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

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

doi:10.1021/acs.orglett.6b01293

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

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Abstract

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.

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

Publication Date:: Fri Jun 17 00:00:00 EDT 2016

Research Org.:: National Renewable Energy Lab. (NREL), Golden, CO (United States)

Sponsoring Org.:: USDOE Office of Energy Efficiency and Renewable Energy (EERE)

OSTI Identifier:: 1259252

Report Number(s):: NREL/JA-2C00-66644
Journal ID: ISSN 1523-7060

DOE Contract Number:: AC36-08GO28308

Resource Type:: Journal Article

Journal Name:: Organic Letters

Additional Journal Information:: Journal Volume: 18; Journal Issue: 12; Journal ID: ISSN 1523-7060

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

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

Citation Formats


                    Yu, Chao, Long, Hai, Jin, Yinghua, and Zhang, Wei. Synthesis of Cyclic Porphyrin Trimers through Alkyne Metathesis Cyclooligomerization and Their Host–Guest Binding Study.  United States: N. p., 2016. 
        Web.  doi:10.1021/acs.orglett.6b01293.

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                    Yu, Chao, Long, Hai, Jin, Yinghua, & Zhang, Wei. Synthesis of Cyclic Porphyrin Trimers through Alkyne Metathesis Cyclooligomerization and Their Host–Guest Binding Study.  United States.  https://doi.org/10.1021/acs.orglett.6b01293

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                    Yu, Chao, Long, Hai, Jin, Yinghua, and Zhang, Wei. 2016.  
        "Synthesis of Cyclic Porphyrin Trimers through Alkyne Metathesis Cyclooligomerization and Their Host–Guest Binding Study".  United States.  https://doi.org/10.1021/acs.orglett.6b01293.

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@article{osti_1259252,

  title        = {Synthesis of Cyclic Porphyrin Trimers through Alkyne Metathesis Cyclooligomerization and Their Host–Guest Binding Study},

  author       = {Yu, Chao and Long, Hai and Jin, Yinghua and Zhang, Wei},

  abstractNote = {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.},

  doi          = {10.1021/acs.orglett.6b01293},

  url          = {https://www.osti.gov/biblio/1259252},
  journal      = {Organic Letters},

  issn         = {1523-7060},

  number       = 12,

  volume       = 18,

  place        = {United States},

  year         = {Fri Jun 17 00:00:00 EDT 2016},

  month        = {Fri Jun 17 00:00:00 EDT 2016}

}

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