Design of a DNA-Based Biomaterial by Sol-Gel Method: Application for the Recognition of Albendazole Sulfoxide

Cabrera-Vega, Elani J.; Alarcón-Ángeles, Georgina; Hernández, Martín Gómez; Campillo‐Alvarado, Gonzalo; Peña, Marcela Hurtado y de la

doi:10.1557/adv.2019.417

Cited by 2 publications

(2 citation statements)

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“…[1] At the molecular level, adaptation originates from weak, non-covalent interactions and is subject to supramolecular synthons encoded in molecular structures and the process of molecular recognition. [2][3][4][5][6][7] In this context, boronic acids are highly versatile building blocks to develop functional supramolecular materials (for example, saccharide sensors, [8] pharmaceutics, [9][10][11][12] porous, [13] and photoactive solids [14,15] ). The acid moiety, for example, has a capacity to accommodate conformational changes in the B(OH) 2 group (that is, syn-syn, anti-syn, anti-anti) upon hydrogen-bond mediated self-assembly.…”

Section: Introductionmentioning

confidence: 99%

“…Self‐assembly is a ubiquitous process in Nature that enables systems to adapt to environmental changes [1] . At the molecular level, adaptation originates from weak, non‐covalent interactions and is subject to supramolecular synthons encoded in molecular structures and the process of molecular recognition [2–7] . In this context, boronic acids are highly versatile building blocks to develop functional supramolecular materials (for example, saccharide sensors, [8] pharmaceutics, [9–12] porous, [13] and photoactive solids [14,15] ).…”

Section: Introductionmentioning

confidence: 99%

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Structures and Reactivities of Cocrystals Involving Diboronic Acids and Bipyridines: In Situ Linker Reaction and 1D‐to‐2D Dimensionality Change via Crystal‐to‐Crystal Photodimerization

Vasquez‐Ríos

Campillo‐Alvarado

Swenson

et al. 2022

Chemistry A European J

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Cocrystallizations of diboronic acids [1,3‐benzenediboronic acid (1,3‐bdba), 1,4‐benzenediboronic acid (1,4‐bdba) and 4,4’‐biphenyldiboronic acid (4,4’‐bphdba)] and bipyridines [1,2‐bis(4‐pyridyl)ethylene (bpe) and 1,2‐bis(4‐pyridyl)ethane (bpeta)] generated the hydrogen‐bonded 1 : 2 cocrystals [(1,4‐bdba)(bpe)2] (1), [(1,4‐bdba)(bpeta)2] (2), [(1,3‐bdba)(bpe)2(H2O)2] (3) and [(1,3‐bdba)(bpeta)2(H2O)] (4), wherein 1,3‐bdba involved hydrated assemblies. The linear extended 4,4’‐bphdba exhibited the formation of 1 : 1 cocrystals [(4,4'‐bphdba)(bpe)] (5) and [(4,4'‐bphdba‐me)(bpeta)] (6). For 6, a hemiester was generated by an in‐situ linker transformation. Single‐crystal X‐ray diffraction revealed all structures to be sustained by B(O)−H⋅⋅⋅N, B(O)−H⋅⋅⋅O, Ow−H⋅⋅⋅O, Ow−H⋅⋅⋅N, C−H⋅⋅⋅O, C−H⋅⋅⋅N, π⋅⋅⋅π, and C−H⋅⋅⋅π interactions. The cocrystals comprise 1D, 2D, and 3D hydrogen‐bonded frameworks with components that display reactivities upon cocrystal formation and within the solids. In 1 and 3, the C=C bonds of the bpe molecules undergo a [2+2] photodimerization. UV radiation of each compound resulted in quantitative conversion of bpe into cyclobutane tpcb. The reactivity involving 1 occurred via 1D‐to‐2D single‐crystal‐to‐single‐crystal (SCSC) transformation. Our work supports the feasibility of the diboronic acids as formidable structural and reactivity building blocks for cocrystal construction.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Structures and Reactivities of Cocrystals Involving Diboronic Acids and Bipyridines: In Situ Linker Reaction and 1D‐to‐2D Dimensionality Change via Crystal‐to‐Crystal Photodimerization

Vasquez‐Ríos

Campillo‐Alvarado

Swenson

et al. 2022

Chemistry A European J

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Topochemistry Meets Supramolecular Chemistry: Opportunities for Targeted Organic Synthesis in Molecular Crystals

Campillo‐Alvarado

Chang-an

MacGillivray

2021

Reactivity in Confined Spaces

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A milestone of crystal engineering has been the topochemical control of reactivity in the crystalline solid-state through the judicious usage of noncovalent interactions. Specifically, since the pioneering studies by Schmidt and co-workers who postulated the geometrical conditions of single crystals to act as a confined media for alkenes to undergo [2 + 2]-photocycloadditions, many recent supramolecular strategies have expanded and facilitated the topochemical control of reactivity. Supramolecular control of reactivity in confined crystalline media is exemplified using supramolecular templates or “shepherds”, that facilitate the positioning of alkenes into a suitable geometry for [2 + 2]-photocycloadditions. In this monograph, we explore selected examples of supramolecular templating of [2 + 2]-photocycloadditions within the last decade that rely on diverse supramolecular interactions. The advances in topochemical control of reactivity through supramolecular chemistry are expressed in the synthesis of unique yet varied cyclobutane-based organic architectures, which are important building blocks for pharmaceutics and high-dimensional complexes.

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Design of a DNA-Based Biomaterial by Sol-Gel Method: Application for the Recognition of Albendazole Sulfoxide

Cited by 2 publications

References 14 publications

Structures and Reactivities of Cocrystals Involving Diboronic Acids and Bipyridines: In Situ Linker Reaction and 1D‐to‐2D Dimensionality Change via Crystal‐to‐Crystal Photodimerization

Structures and Reactivities of Cocrystals Involving Diboronic Acids and Bipyridines: In Situ Linker Reaction and 1D‐to‐2D Dimensionality Change via Crystal‐to‐Crystal Photodimerization

Topochemistry Meets Supramolecular Chemistry: Opportunities for Targeted Organic Synthesis in Molecular Crystals

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