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Supramolecular Organic Photochemistry
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Supramolecular Organic Photochemistry

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

Deadline for manuscript submissions: closed (15 May 2019) | Viewed by 13559

Special Issue Editor

Prof. Dr. Linda S. Shimizu

E-Mail Website
Guest Editor
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, USA
Interests: supramolecular chemistry; self-assembling macrocycles; photochemistry; ureas, crystal engineering

Special Issue Information

Dear Colleagues,

I would like to invite you to submit a paper to an upcoming Special Issue on “Supramolecular Organic Photochemistry” to be published early next year in Molecules. The issue should highlight this vibrant field. Manuscripts that address photochemical processes in all types of confined environments from rigid crystals to flexible micelles, liquid crystals or solvent cages in solutions are of interest. Your contribution would be very welcome for possible publication in this issue.

Please submit your article online at https://www.mdpi.com/user/manuscripts/upload/?journal=molecules.

If you have any questions, feel free to contact me. I look forward to your submission.

Best wishes,

Prof. Dr. Linda S. Shimizu
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

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

  • Supramolecular complexes
  • Organic photochemistry in confined environments
  • Reactions in confined environments
  • UV or visible light

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Further information on MDPI's Special Issue polices can be found here.

Published Papers (4 papers)

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Research

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9 pages, 1984 KiB  
Article
A Divergent Alkyne Diol Directs [2 + 2] Photoreactivity in the Solid State: Cocrystal, Supramolecular Catalysis, and Sublimation Effects
by Shalisa M. Oburn, Jay Quentin and Leonard R. MacGillivray
Molecules 2019, 24(17), 3059; https://doi.org/10.3390/molecules24173059 - 22 Aug 2019
Cited by 62 | Viewed by 2763
Abstract
2-butyne-1,4-diol (1,4-bd) is used as a divergent ditopic template that directs trans-1,2-bis (n-pyridyl) ethylene (n,n′-bpe, where n = n′ = 3 or 4) to undergo an intermolecular [2 + 2] photodimerization in the [...] Read more.
2-butyne-1,4-diol (1,4-bd) is used as a divergent ditopic template that directs trans-1,2-bis (n-pyridyl) ethylene (n,n′-bpe, where n = n′ = 3 or 4) to undergo an intermolecular [2 + 2] photodimerization in the solid state. The components of cocrystals [(1,4-bd)·(4,4′-bpe)]n and [(1,4-bd)·(3,3′-bpe)]n form 1D hydrogen-bonded polymers with n,n′-bpe assembled as infinite parallel stacks. The alkenes undergo [2 + 2] photocycloadditions to form rctt-tetrakis (n-pyridyl) cyclobutane (where n = 3 or 4). We demonstrate that the reactive solid involving 4,4′-bpe exhibits supramolecular catalysis. Full article
(This article belongs to the Special Issue Supramolecular Organic Photochemistry)
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9 pages, 3108 KiB  
Communication
Understanding Conformational Preferences of Atropisomeric Hydrazides and Its Influence on Excited State Transformations in Crystalline Media
by Akila Iyer, Angel Ugrinov and J. Sivaguru
Molecules 2019, 24(16), 3001; https://doi.org/10.3390/molecules24163001 - 19 Aug 2019
Cited by 4 | Viewed by 3347
Abstract
Hydrazides derivatives were evaluated to understand the role of N–N bond in dictating the outcome of photoreactions in the solid state. Full article
(This article belongs to the Special Issue Supramolecular Organic Photochemistry)
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15 pages, 1666 KiB  
Article
Effects of Temperature and Host Concentration on the Supramolecular Enantiodifferentiating [4 + 4] Photodimerization of 2-Anthracenecarboxylate through Triplet-Triplet Annihilation Catalyzed by Pt-Modified Cyclodextrins
by Ming Rao, Wanhua Wu and Cheng Yang
Molecules 2019, 24(8), 1502; https://doi.org/10.3390/molecules24081502 - 17 Apr 2019
Cited by 18 | Viewed by 3779
Abstract
Visible-light-driven photocatalytic supramolecular enantiodifferentiating dimerization of 2-anthracenecarboxylic acid (AC) through triplet-triplet annihilation (TTA), mediated by the Schiff base Pt(II) complex (Pt-1, Pt-2, and Pt-3) was studied. The host concentration and the temperature effects on the stereoselectivity were comprehensively investigated. [...] Read more.
Visible-light-driven photocatalytic supramolecular enantiodifferentiating dimerization of 2-anthracenecarboxylic acid (AC) through triplet-triplet annihilation (TTA), mediated by the Schiff base Pt(II) complex (Pt-1, Pt-2, and Pt-3) was studied. The host concentration and the temperature effects on the stereoselectivity were comprehensively investigated. Increasing the concentration of sensitizers/hosts significantly enhanced the conversion of the photoreaction but led to reduced enantioselectivities of the chiral photodimers 2 and 3 when the photoreaction was triggered by a 532 nm laser, which was in contrast with the results obtained by direct irradiation of AC with a 365 nm light-emitting diode (LED) lamp, due to the aggregation of the sensitizer/host in water. The cyclization of AC through triplet-triplet annihilation displayed significant temperature dependency when Pt-3 was employed as the sensitizer/host. Increasing the temperature from 0 °C to 30 °C with 5% equiv. of Pt-3 led to a great increase of the ee of 2 from 2.1% to 31.6%. However, hardly any temperature dependency was observed when the photodimerization was mediated by other sensitizers and/or hosts, or the photoreaction was triggered directly with a 365 nm LED lamp. Full article
(This article belongs to the Special Issue Supramolecular Organic Photochemistry)
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Review

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19 pages, 4977 KiB  
Review
Achiral Zeolites as Reaction Media for Chiral Photochemistry
by Vaidhyanathan Ramamurthy
Molecules 2019, 24(19), 3570; https://doi.org/10.3390/molecules24193570 - 2 Oct 2019
Cited by 7 | Viewed by 3261
Abstract
Obtaining enantiomerically-enriched photoproducts from achiral reactants has been a long-sought goal. The various methods developed to achieve chiral induction in photoproducts during the last fifty years still suffer from a lack of predictability, generality, and simplicity. With the current emphasis on green chemistry, [...] Read more.
Obtaining enantiomerically-enriched photoproducts from achiral reactants has been a long-sought goal. The various methods developed to achieve chiral induction in photoproducts during the last fifty years still suffer from a lack of predictability, generality, and simplicity. With the current emphasis on green chemistry, obtaining enantiomerically enriched products via photochemistry is a likely viable alternative for the future. Of the various approaches developed during the last three decades, the one pioneered in the author’s laboratory involved the use of commercially-available and inexpensive achiral zeolites as the media. This approach does not use any solvent for the reaction. Examples from these studies are highlighted in this article. Since no chiral zeolites were available, when the work was initiated in the author’s laboratory, commercially-available zeolites X and Y were modified with chiral inductors so that the reaction space becomes chiral. The results obtained established the value of chirally-modified, commercial zeolites as media for achieving chiral induction in photochemical reactions. A recent report of the synthesis of a chiral zeolite is likely to stimulate zeolite-based chiral photochemistry in synthesizing enantiomerically-pure organic molecules. The availability of chiral zeolites in future is likely to energize research in this area. Our earlier observations on this topic, we believe, would be valuable for progress of the field. Keeping this in mind, I have summarized the work carried out in our laboratory on chiral photochemistry on chirally-modified zeolites. This review does not include examples where high chiral induction has been obtained via a strategy that examines molecules appended with chiral auxiliary within achiral and chirally-modified zeolites. The latter approach yields products with diastereomeric excess >80%. Full article
(This article belongs to the Special Issue Supramolecular Organic Photochemistry)
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