Evidence map›Paper›PMID 42216452›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2026

A Bio-Based Chiroptical Overcrowded Alkene From Flavanone: Photoreactivity and Theoretical Investigation.

Deryl H Limawan, Adrien Combe, Anthony Bongso, Bayu Dwiputra, Atthar L Ivansyah, Roza R Weber, Charlotte N Stindt, Robby Roswanda, Ben L Feringa

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors.

Deryl H LimawanOrganic Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia.
Adrien CombeStratingh Institute for Chemistry, Faculty of Science and Engineering, University of Groningen, Groningen, the Netherlands.
Anthony BongsoOrganic Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia.
Bayu DwiputraOrganic Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia.
Atthar L IvansyahInorganic and Physical Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia.
Roza R WeberStratingh Institute for Chemistry, Faculty of Science and Engineering, University of Groningen, Groningen, the Netherlands.
Charlotte N StindtStratingh Institute for Chemistry, Faculty of Science and Engineering, University of Groningen, Groningen, the Netherlands.
Robby RoswandaOrganic Chemistry Division, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia.ORCID https://orcid.org/0000-0002-4160-7066
Ben L FeringaStratingh Institute for Chemistry, Faculty of Science and Engineering, University of Groningen, Groningen, the Netherlands.ORCID https://orcid.org/0000-0003-0588-8435

Funding

Bandoengse Technische Hoogeschool FondsEuropean Union's Horizon 2020 859416H2020 Marie Skłodowska-Curie ActionsI&P IndonesiaMinisterie van Onderwijs, Cultuur en WetenschapMinistry of Education, Culture and Science 024.001.035Nederlandse Organisatie voor Wetenschappelijk Onderzoek
6 · The paper itself

Abstract

The design of light-driven overcrowded alkenes often relies on complex synthetic strategies to achieve precise control over rotational motion. In this study, we demonstrate a sustainable approach to design an overcrowded alkene and an O-heterocyclic phenanthrene derivative using a bio-based enantiopure flavanone, (-)-isolonchocarpin, as starting material. The synthesis involves a McMurry deoxygenative homocoupling reaction to generate a sterically hindered overcrowded alkene, which can further undergo photochemical (E/Z)-isomerization and oxidative 6π-electrocyclization. The oxidation product was shown to have emission properties, highlighting the potential of synthesizing bio-based chromophoric compounds in minimal steps. Computational studies using spin-flip time-dependent density functional theory (SF-TDDFT) reveal that the inherent chirality of the starting material induces asymmetry in the rotational pathway, biasing the directionality of motion. By integrating enantiopure natural products into functional photoresponsive materials, this work offers a more sustainable route to develop new bio-based photoresponsive molecular machines while deepening our understanding of chirality-driven motion in dynamic systems.

Identifiers

PMID42216452
PMCPMC13569967

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.