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Fullerene and the Related Curved-pi Materials Chemistry

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (31 December 2015) | Viewed by 16473

Special Issue Editors


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Guest Editor
Division of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
Interests: organic synthesis; fullerene; nanocarbon; organometallic chemistry; organic photochemistry

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Guest Editor
Department of Chemistry, University of Massachusetts, Lowell, MA 01854, USA
Interests: nonlinear photonic C60-chromophore nanoconjugates; core-shell C60-DPAF nanomaterials as photoswitching dielectrics; targeting C70-meso-chlorin as aPDI nanomedicine
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Guest Editor
Department of Chemistry, University of Massachusetts, Lowell, MA 01854, USA
Interests: fullerene science; nano-science; synthesis chemistry; organic chemistry

Special Issue Information

Dear Colleagues,

Curved π-conjugated materials represented by fullerene, carbon nanotube, and buckybowls are promising materials for innovative applications in the fields of organic electronics, medicine, energy conversion, among others. In addition to the general advantages of carbon materials, such as light weight, thin/flexible form, facile fabrication, and low toxicity, their electronic properties, including electron conductivity and the reactivity toward radical species, are greatly enhanced by the intrinsic strain of curved π-conjugated plane or the spherical structure. In recent years, a variety of π-conjugated compounds, such as endohedral fullerene, cycloparaphenylene, sumanene, graphene, and related molecules have been extensively developed and their unique properties and applications have attracted much attention.

We cordially invite our colleagues to submit research articles and comprehensive reviews concerning recent advances in the above-mentioned topics for publication in this Special Issue of Molecules.

Prof. Dr. Ken Kokubo
Prof. Dr. Long Chiang
Dr. Min Wang
Guest Editors

Manuscript Submission Information

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Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • fullerene
  • carbon nanotube
  • graphene
  • nanocarbon
  • buckybowls
  • sumanene
  • corannulene
  • cycloparaphenylene
  • π-conjugation

Published Papers (3 papers)

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Research

3176 KiB  
Article
Broadband Two-Photon Absorption Characteristics of Highly Photostable Fluorenyl-Dicyanoethylenylated [60]Fullerene Dyads
by Seaho Jeon, Min Wang, Wei Ji, Loon-Seng Tan, Thomas Cooper and Long Y. Chiang
Molecules 2016, 21(5), 647; https://doi.org/10.3390/molecules21050647 - 14 May 2016
Cited by 3 | Viewed by 4570
Abstract
We synthesized four C60-(light-harvesting antenna) dyads C60 (>CPAF-Cn) (n = 4, 9, 12, or 18) 1-Cn for the investigation of their broadband nonlinear absorption effect. Since we have previously demonstrated their high function as two-photon [...] Read more.
We synthesized four C60-(light-harvesting antenna) dyads C60 (>CPAF-Cn) (n = 4, 9, 12, or 18) 1-Cn for the investigation of their broadband nonlinear absorption effect. Since we have previously demonstrated their high function as two-photon absorption (2PA) materials at 1000 nm, a different 2PA wavelength of 780 nm was applied in the study. The combined data taken at two different wavelength ranges substantiated the broadband characteristics of 1-Cn. We proposed that the observed broadband absorptions may be attributed by a partial π-conjugation between the C60 > cage and CPAF-Cn moieties, via endinitrile tautomeric resonance, giving a resonance state with enhanced molecular conjugation. This transient state could increase its 2PA and excited-state absorption at 800 nm. In addition, a trend of concentration-dependent 2PA cross-section (σ2 ) and excited-state absorption magnitude was detected showing a higher σ value at a lower concentration that was correlated to increasing molecular separation with less aggregation for dyads C60(>CPAF-C18) and C60(>CPAF-C9), as better 2PA and excited-state absorbers. Full article
(This article belongs to the Special Issue Fullerene and the Related Curved-pi Materials Chemistry)
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1480 KiB  
Article
The Diels-Alder Cycloaddition Reaction of Substituted Hemifullerenes with 1,3-Butadiene: Effect of Electron-Donating and Electron-Withdrawing Substituents
by Martha Mojica, Francisco Méndez and Julio A. Alonso
Molecules 2016, 21(2), 200; https://doi.org/10.3390/molecules21020200 - 12 Feb 2016
Cited by 7 | Viewed by 6443
Abstract
The Diels-Alder (DA) reaction provides an attractive route to increase the number of six member rings in substituted Polycyclic Aromatic Hydrocarbons (PAHs). The density functional theory (DFT) B3LYP method has been used in this work to inquire if the substitution of H over [...] Read more.
The Diels-Alder (DA) reaction provides an attractive route to increase the number of six member rings in substituted Polycyclic Aromatic Hydrocarbons (PAHs). The density functional theory (DFT) B3LYP method has been used in this work to inquire if the substitution of H over the edge of triindenetriphenylene (pristine hemifullerene 1) and pentacyclopentacorannulene (pristine hemifullerene 2), could improve the DA cycloaddition reaction with 1,3-butadiene. The substituents tested include electron-donating (NH2, OMe, OH, Me, i-Pr) and electron-withdrawing groups (F, COOH, CF3, CHO, CN, NO2). The electronic, kinetic and thermodynamic parameters of the DA reactions of the substituted hemifullerenes with 1,3-butadiene have been analyzed. The most promising results were obtained for the NO2 substituent; the activation energy barriers for reactions using this substituent were lower than the barriers for the pristine hemifullerenes. This leads us to expect that the cycloadditions to a starting fullerene fragment will be possible. Full article
(This article belongs to the Special Issue Fullerene and the Related Curved-pi Materials Chemistry)
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1841 KiB  
Article
Synthesis of Photoswitchable Magnetic Au–Fullerosome Hybrid Nanomaterials for Permittivity Enhancement Applications
by Min Wang, Seaho Jeon, Chefu Su, Tzuyang Yu, Loon-Seng Tan and Long Y. Chiang
Molecules 2015, 20(8), 14746-14760; https://doi.org/10.3390/molecules200814746 - 13 Aug 2015
Cited by 6 | Viewed by 4897
Abstract
We designed and synthesized several nanomaterials 3 of three-layered core-shell (γ-FeOx@AuNP)@[C60(>DPAF-C9)1or2]n nanoparticles (NPs). These NPs having e-polarizable fullerosome structures located at the outer layer were fabricated from highly magnetic core-shell γ-FeOx [...] Read more.
We designed and synthesized several nanomaterials 3 of three-layered core-shell (γ-FeOx@AuNP)@[C60(>DPAF-C9)1or2]n nanoparticles (NPs). These NPs having e-polarizable fullerosome structures located at the outer layer were fabricated from highly magnetic core-shell γ-FeOx@AuNPs. Fullerosomic polarization of 3 was found to be capable of causing a large amplification of material permittivity that is also associated with the photoswitching effect in the frequency range of 0.5‒4.0 GHz. Multilayered synthetic construction allows Förster resonance energy transfer (FRET) of photoinduced accumulative surface plasmon resonance (SPR) energy in the gold layer to the partially bilayered C60(>DPAF-C9)1or2-derived fullerosome membrane shell layer in a near-field of direct contact without producing radiation heat, which is commonly associated with SPR. Full article
(This article belongs to the Special Issue Fullerene and the Related Curved-pi Materials Chemistry)
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