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  1. Article ; Online: Dinor[7]helicene and Beyond: Divergent Synthesis of Chiral Diradicaloids with Variable Open-Shell Character.

    Borissov, Arseni / Chmielewski, Piotr J / Gómez García, Carlos J / Lis, Tadeusz / Stępień, Marcin

    Angewandte Chemie (International ed. in English)

    2023  Volume 62, Issue 38, Page(s) e202309238

    Abstract: Diradicaloid helicenes constructed formally by non-benzenoid double π-extension of phenanthrene were synthesized by a common strategy involving double electrophilic benzannulation. Steric effects in the second benzannulation step led to considerable ... ...

    Abstract Diradicaloid helicenes constructed formally by non-benzenoid double π-extension of phenanthrene were synthesized by a common strategy involving double electrophilic benzannulation. Steric effects in the second benzannulation step led to considerable structural diversity among the products, yielding a symmetrical dinor[7]helicene 1 and two isomeric unsymmetrical double helicenes 2 and 3, containing a nor[5]helicene and [4]helicene fragment, respectively, in addition to a common nor[6]helicene motif. Geometries, configurational dynamics, and electronic structure of these helicenes were analyzed using solid-state structures, spectroscopic methods, and computational analyses. The open-shell character of the singlet states of these helicenes increases in the order 3<1<2, with strongly varying diradicaloid indexes and singlet-triplet gaps. Compounds 1-3 displayed narrow optical gaps of 0.79-1.25 eV, resulting in significant absorption in the near infrared (NIR) region. They also exhibit reversible redox chemistry, each of them yielding stable radical cations, radical anions, and dianions, in some cases possessing intense NIR absorptions extending beyond 2500 nm.
    Language English
    Publishing date 2023-08-09
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202309238
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  2. Article ; Online: Selection from a pool of self-assembling lipid replicators.

    Colomer, Ignacio / Borissov, Arseni / Fletcher, Stephen P

    Nature communications

    2020  Volume 11, Issue 1, Page(s) 176

    Abstract: Replication and compartmentalization are fundamental to living systems and may have played important roles in life's origins. Selection in compartmentalized autocatalytic systems might provide a way for evolution to occur and for life to arise from non- ... ...

    Abstract Replication and compartmentalization are fundamental to living systems and may have played important roles in life's origins. Selection in compartmentalized autocatalytic systems might provide a way for evolution to occur and for life to arise from non-living systems. Herein we report selection in a system of self-reproducing lipids where a predominant species can emerge from a pool of competitors. The lipid replicators are metastable and their out-of-equilibrium population can be sustained by feeding the system with starting materials. Phase separation is crucial for selective surfactant formation as well as autocatalytic kinetics; indeed, no selection is observed when all reacting species are dissolved in the same phase. Selectivity is attributed to a kinetically controlled process where the rate of monomer formation determines which replicator building blocks are the fittest. This work reveals how kinetics of a phase-separated autocatalytic reaction may be used to control the population of out-of-equilibrium replicators in time.
    MeSH term(s) Biological Evolution ; Dynamic Light Scattering ; Kinetics ; Lipid Metabolism/physiology ; Lipids/chemistry ; Models, Chemical ; Origin of Life ; Systems Biology
    Chemical Substances Lipids
    Language English
    Publishing date 2020-01-10
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2553671-0
    ISSN 2041-1723 ; 2041-1723
    ISSN (online) 2041-1723
    ISSN 2041-1723
    DOI 10.1038/s41467-019-13903-x
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  3. Article ; Online: Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.

    Borissov, Arseni / Maurya, Yogesh Kumar / Moshniaha, Liliia / Wong, Wai-Shing / Żyła-Karwowska, Marika / Stępień, Marcin

    Chemical reviews

    2021  Volume 122, Issue 1, Page(s) 565–788

    Abstract: This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology. The article covers literature published during the period of 2016-2020, providing an update to our ...

    Abstract This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology. The article covers literature published during the period of 2016-2020, providing an update to our first review of this topic (
    MeSH term(s) Heterocyclic Compounds/chemistry ; Polycyclic Compounds
    Chemical Substances Heterocyclic Compounds ; Polycyclic Compounds
    Language English
    Publishing date 2021-12-01
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/acs.chemrev.1c00449
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  4. Article: Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds

    Borissov, Arseni / Maurya, Yogesh Kumar / Moshniaha, Liliia / Wong, Wai-Shing / Żyła-Karwowska, Marika / Stępień, Marcin

    Chemical reviews. 2021 Dec. 01, v. 122, no. 1

    2021  

    Abstract: This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology. The article covers literature published during the period of 2016–2020, providing an update to our ...

    Abstract This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology. The article covers literature published during the period of 2016–2020, providing an update to our first review of this topic (Chem. Rev. 2017, 117 (4), 3479–3716).
    Keywords chemistry ; heterocyclic compounds ; polycyclic compounds ; surveys
    Language English
    Dates of publication 2021-1201
    Size p. 565-788.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/acs.chemrev.1c00449
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  5. Article ; Online: Anion Recognition in Water by Charge-Neutral Halogen and Chalcogen Bonding Foldamer Receptors.

    Borissov, Arseni / Marques, Igor / Lim, Jason Y C / Félix, Vítor / Smith, Martin D / Beer, Paul D

    Journal of the American Chemical Society

    2019  Volume 141, Issue 9, Page(s) 4119–4129

    Abstract: A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms ... ...

    Abstract A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms integrated into a foldamer structural molecular framework containing hydrophilic functionalities, a series of water-soluble receptors was constructed for an anion recognition investigation. Isothermal titration calorimetry (ITC) binding studies with a range of anions revealed the receptors to display very strong and selective binding of large, weakly hydrated anions such as I
    Language English
    Publishing date 2019-02-19
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.9b00148
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  6. Article ; Online: A halogen-bonding foldamer molecular film for selective reagentless anion sensing in water.

    Hein, Robert / Borissov, Arseni / Smith, Martin D / Beer, Paul D / Davis, Jason J

    Chemical communications (Cambridge, England)

    2019  Volume 55, Issue 33, Page(s) 4849–4852

    Abstract: We describe self-assembled monolayers of novel halogen-bonding and hydrogen-bonding foldamer receptors capable of selectively recruiting perrhenate, iodide and thiocyanate in water. Unprecedented anion sensing via impedance-derived capacitance ... ...

    Abstract We describe self-assembled monolayers of novel halogen-bonding and hydrogen-bonding foldamer receptors capable of selectively recruiting perrhenate, iodide and thiocyanate in water. Unprecedented anion sensing via impedance-derived capacitance spectroscopy enables subsequent sensitive and selective anion detection without the need for a redox probe. Importantly, the sensing of any anion should be possible using this novel electrochemical approach.
    Language English
    Publishing date 2019-04-04
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c9cc00335e
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  7. Article ; Online: Organocatalytic enantioselective desymmetrisation

    Borissov, A. / Davies, T. Q. / Ellis, S. R. / Fleming, T. A. / Richardson, M. S. W. / Dixon, D. J.

    Chemical Society reviews. 2016 Oct. 10, v. 45, no. 20 p.5474-5540

    2016  

    Abstract: Organocatalytic enantioselective desymmetrisation of achiral or meso compounds is a powerful strategy for the construction of enantiomerically enriched complex molecules, often with multiple stereocentres and in high selectivities. Recent years have seen ...

    Abstract Organocatalytic enantioselective desymmetrisation of achiral or meso compounds is a powerful strategy for the construction of enantiomerically enriched complex molecules, often with multiple stereocentres and in high selectivities. Recent years have seen increasing use of organocatalysts in desymmetrisation methodology, in contrast to traditional metal- or enzyme-catalysed reactions, with many impressive advances made in the current decade. This review will provide an overview of the field since 2010, with the aim of highlighting both the practical applications and elegance of enantioselective desymmetrisation to the wider synthetic community.
    Keywords catalytic activity ; enantioselectivity ; organocatalysts
    Language English
    Dates of publication 2016-1010
    Size p. 5474-5540.
    Publishing place The Royal Society of Chemistry
    Document type Article ; Online
    ZDB-ID 1472875-8
    ISSN 1460-4744 ; 0306-0012
    ISSN (online) 1460-4744
    ISSN 0306-0012
    DOI 10.1039/c5cs00015g
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  8. Article: Anion Recognition in Water by Charge-Neutral Halogen and Chalcogen Bonding Foldamer Receptors

    Borissov, Arseni / Igor Marques / Jason Y. C. Lim / Vítor Félix / Martin D. Smith / Paul D. Beer

    Journal of the American Chemical Society. 2019 Feb. 07, v. 141, no. 9

    2019  

    Abstract: A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms ... ...

    Abstract A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms integrated into a foldamer structural molecular framework containing hydrophilic functionalities, a series of water-soluble receptors was constructed for an anion recognition investigation. Isothermal titration calorimetry (ITC) binding studies with a range of anions revealed the receptors to display very strong and selective binding of large, weakly hydrated anions such as I– and ReO₄–. This is achieved through the formation of 2:1 host–guest stoichiometric complex assemblies, resulting in an encapsulated anion stabilized by cooperative, multidentate, convergent σ-hole donors, as shown by molecular dynamics simulations carried out in water. Importantly, the combination of multiple σ-hole–anion interactions and hydrophobic collapse results in I– affinities in water that exceed all known σ-hole receptors, including cationic systems (β₂ up to 1.68 × 10¹¹ M–²). Furthermore, the anion binding affinities and selectivity trends of the first example of an all-chalcogen bonding anion receptor in pure water are compared with halogen bonding and hydrogen bonding receptor analogues. These results further advance and establish halogen and chalcogen bond donor functions as new tools for overcoming the challenging goal of anion recognition in pure water.
    Keywords anions ; binding capacity ; calorimetry ; encapsulation ; halogens ; hosts ; hydrogen bonding ; hydrophilicity ; hydrophobicity ; molecular dynamics ; receptors ; simulation models ; titration ; water solubility
    Language English
    Dates of publication 2019-0207
    Size p. 4119-4129.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 3155-0
    ISSN 1520-5126 ; 0002-7863
    ISSN (online) 1520-5126
    ISSN 0002-7863
    DOI 10.1021/jacs.9b00148
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  9. Article ; Online: Organocatalytic enantioselective desymmetrisation.

    Borissov, A / Davies, T Q / Ellis, S R / Fleming, T A / Richardson, M S W / Dixon, D J

    Chemical Society reviews

    2016  Volume 45, Issue 20, Page(s) 5474–5540

    Abstract: Organocatalytic enantioselective desymmetrisation of achiral or meso compounds is a powerful strategy for the construction of enantiomerically enriched complex molecules, often with multiple stereocentres and in high selectivities. Recent years have seen ...

    Abstract Organocatalytic enantioselective desymmetrisation of achiral or meso compounds is a powerful strategy for the construction of enantiomerically enriched complex molecules, often with multiple stereocentres and in high selectivities. Recent years have seen increasing use of organocatalysts in desymmetrisation methodology, in contrast to traditional metal- or enzyme-catalysed reactions, with many impressive advances made in the current decade. This review will provide an overview of the field since 2010, with the aim of highlighting both the practical applications and elegance of enantioselective desymmetrisation to the wider synthetic community.
    Language English
    Publishing date 2016-10-21
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472875-8
    ISSN 1460-4744 ; 0306-0012
    ISSN (online) 1460-4744
    ISSN 0306-0012
    DOI 10.1039/c5cs00015g
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article: Validation of the Communication Profile-Adapted in Ethiopian children with neurodevelopmental disorders.

    Ceccarelli, Caterina / Bakolis, Ioannis / Tekola, Bethlehem / Kinfe, Mersha / Borissov, Anton / Girma, Fikirte / Abdurahman, Rehana / Zerihun, Tigist / Hanlon, Charlotte / Hoekstra, Rosa A

    Global mental health (Cambridge, England)

    2021  Volume 8, Page(s) e45

    Abstract: Background: Neurodevelopmental disorders (NDDs) are conditions affecting a child's cognitive, behavioural, and emotional development. Appropriate and validated outcome measures for use in children with NDDs in sub-Saharan Africa are scarce. The aim of ... ...

    Abstract Background: Neurodevelopmental disorders (NDDs) are conditions affecting a child's cognitive, behavioural, and emotional development. Appropriate and validated outcome measures for use in children with NDDs in sub-Saharan Africa are scarce. The aim of this study was to validate the Communication Profile Adapted (CP-A), a measure developed in East Africa to assess caregivers' perception of communication among children with NDDs.
    Methods: We adapted the CP-A for use in Ethiopia, focusing on the communicative mode (CP-A-mode) and function (CP-A-function) scales. The CP-A was administered to a representative sample of caregivers of children with NDDs and clinical controls. We performed an exploratory factor analysis and determined the internal consistency, test-retest reliability, within-scale, known-group, and convergent validity of the identified factors.
    Results: Our analysis included
    Conclusion: The CP-A is a valid tool for the assessment of communication among children with NDDs in Ethiopia. It holds promise as a brief, quantitative, and culturally appropriate outcome measure for use in sub-Saharan Africa.
    Language English
    Publishing date 2021-12-13
    Publishing country England
    Document type Journal Article
    ZDB-ID 2806466-5
    ISSN 2054-4251
    ISSN 2054-4251
    DOI 10.1017/gmh.2021.44
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