Heterometallic supramolecular polymers: From synthesis to properties and applications

Coordination Chemistry Reviews, Год журнала: 2023, Номер 501, С. 215573 - 215573

Опубликована: Дек. 12, 2023

Язык: Английский

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Synthesis of Carboranyl Alkyl Sulfide via Radical Thiol–Ene “Click” Reaction

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

Synthetic methods that feature mild reaction conditions and broad functional group tolerance are highly desired for the development of third-generation boron delivery agents, which significant neutron capture therapy (BNCT), a selective cancer treatment technique. Molecules containing carborane promising candidates as compounds BNCT. Herein, we report an efficient radical thiol-ene "click" involving carboranyl thiols unactivated alkenes under photoredox conditions. This affords moderate to excellent isolated yields. The current methodology allows incorporation carborane, valuable moiety with high content, into molecules outstanding this method makes it suitable late-stage introduction bioactive molecules. addition reactivity thiol was investigated by DFT calculations uncover impact 3D aromaticity on stabilization sulfur centered radical.

Язык: Английский

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Site- and enantioselective B−H functionalization of carboranes

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 6, 2025

Functionalization of carboranes, icosahedral boron-carbon molecular clusters, is great interest as they have wide applications in medicinal and materials chemistry. Thus, site- enantioselective synthesis carboranes requires complete control the reaction. Herein, we describe asymmetric Rh(II)-catalyzed insertion reactions carbenes into cage B-H bond carboranes. This reaction thereby generates possessing a carbon-stereocenter adjacent to boron carborane, excellent enantioselectivity under mild conditions. The fully computed transition structures carbene process through density functional theory are reported. These structures, conjunction with topographical proximity surfaces analyses, visually reveal region between carborane phthalimide ligands responsible for selectivities this

Язык: Английский

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Iridium-Catalyzed Regioselective B(4)-Alkenylation and B(3,5)-Dialkenylation of o-Carboranes

Organic Letters, Год журнала: 2023, Номер 25(36), С. 6643 - 6648

Опубликована: Авг. 30, 2023

Iridium(I)-catalyzed regioselective B(4)-alkenylation has been developed from o-carboranyl sulfoxonium ylides and alkynes through B(4)–H activation. The sequential B(4)- B(6)-alkenylation afforded B(3,5)-dialkenylated in one pot. Eventually, two alkenyl groups, the same or different, were introduced at positions 3 5 of carborane. Sulfoxonium ylide used as a directing group remains available for further functionalization is converted to B-alkenylated trichloromethyl ketones.

Язык: Английский

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Preparation, sustained release and cell imaging studies of rhodamine 6G@-nido-carborane fluorescent polymer

Macromolecular Research, Год журнала: 2024, Номер 32(6), С. 581 - 595

Опубликована: Апрель 24, 2024

Язык: Английский

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Iridium(III)-Catalyzed Regioselective B(4)–H Amination of o-Carboranes with Sufilimines

Organic Letters, Год журнала: 2023, Номер 25(32), С. 5989 - 5994

Опубликована: Авг. 4, 2023

Iridium(III)-catalyzed regioselective B(4)-H amination is developed from the reaction of o-carborane acids with sulfilimines without any oxidants under mild conditions, which leads to a wide range aminated o-carboranes in good yields broad substrate scope. Moreover, selective B(3,6)-diamination acid was achieved. The present attractive practical point view because dibenzothiophene quantitatively recovered and reused.

Язык: Английский

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Synthesis of Charge-Compensated nido-Carboranyl Derivatives of Sulfur-Containing Amino Acids and Biotin

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 14022 - 14032

Опубликована: Сен. 22, 2023

A new group of charge-compensated nido-carboranyl derivatives sulfur-containing amino acids and biotin has been synthesized in which the boron atom position 9 or 10 carborane is attached to a positively charged sulfur atom. The possibilities obtaining symmetrical B(10)-substituted asymmetric B(9)-substituted nido-carboranes were studied. Using example (S)-methionine D-biotin derivatives, water-soluble S-substituted with free functional groups prepared. results obtained open up prospects for development potential delivery agents BNCT as well bioactive compounds containing negatively fragment bearing positive charge on associated cluster.

Язык: Английский

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Mechanochemical Synthesis of closo-Decaborate Anion Derivatives with Pendant Functional Groups

Russian Journal of Inorganic Chemistry, Год журнала: 2023, Номер 68(6), С. 644 - 656

Опубликована: Июнь 1, 2023

Язык: Английский

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Catalytic asymmetric synthesis of carboranylated diols bearing two adjacent stereocenters located at the α,β-position ofo-carborane cage carbon

Dalton Transactions, Год журнала: 2023, Номер 52(13), С. 4077 - 4085

Опубликована: Янв. 1, 2023

Despite the great interest in carborane-containing molecules, there is a lack of literature on generation central chiralities, via catalytic asymmetric transformations using prochiral carboranyl substrates. Herein, we have synthesized novel optically active icosahedral diols Sharpless dihydroxylation carborane-derived alkenes, under mild conditions. The reaction showed good substrate scope with 74-94% yields and 92->99% ee. This synthetic approach facilitated creation two adjacent stereocenters respectively located at α,β-position o-carborane cage carbon, single syn-diastereoisomer. In addition, obtained chiral diol product can be transformed to cyclic sulfate subsequently undergo nucleophilic substitution reduction obtain unexpected nido-carboranyl derivatives amino alcohols form zwitterions.

Язык: Английский

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Asymmetric synthesis of metallacarboranes using a traceless chiral auxiliary

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(23), С. 5965 - 5970

Опубликована: Янв. 1, 2023

An asymmetric synthesis of chiral metallacarboranes using a traceless N-tert butylsulfinamide auxiliary is reported.

Язык: Английский

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