Cavitand-Mediated Photodimerization of Chalcones: The Effect of Supramolecular Influences and Temperature on Reaction Selectivity.

Joydip Chatterjee, Mahesh Pattabiraman, Debajit Chakraborty, Aleksander L Wysocki, Frank Kovacs

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Article in Molecules (Basel, Switzerland), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 authors.

Joydip ChatterjeeDepartment of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA.

Mahesh PattabiramanDepartment of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA.ORCID 0000-0002-6763-6711

Debajit ChakrabortyDepartment of Physics and Astronomy, University of Nebraska at Kearney, Kearney, NE 68849, USA.

Aleksander L WysockiDepartment of Physics and Astronomy, University of Nebraska at Kearney, Kearney, NE 68849, USA.ORCID 0000-0002-8557-8527

Frank KovacsDepartment of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA.

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6 · The paper itself

Abstract

The photocycloaddition (PCA) of chalcones represents an important reaction pathway for accessing substituted cyclobutanes, which is a molecular framework with utility in synthetic chemistry, materials science, and medicine. In the past, our group has demonstrated the utility of the large cavity of γ-CD as a container for encapsulating two photo reactants for directing the PCA of several classes of aryl alkenes with high stereo- and regioselectivity: the cavitand-mediated photodimerization (CMP) approach. The CMP of chalcones reported in this work further demonstrates the effectiveness of this approach as high yields of dimers were observed in the photoreactions, while they were non-reactive in the solid state and yielded only the isomerization product in homogeneous media. The γ-CD CMP of chalcones yielded predominantly dimerized products in very good to high yields (>70%), composed of a mixture of three dimers in different proportions with

Indexed as

chalconescucurbiturilscyclobutanecyclodextrinhost-guestphotochemistryphotocycloadditionsupramolecular chemistry

Identifiers

PMID41900082

DOI10.3390/molecules31060983

PMCPMC13028674

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