Primary Amine Nucleophilic Addition to Nitrilium Closo-Dodecaborate [B12H11NCCH3]−: A Simple and Effective Route to the New BNCT Drug Design DOI Open Access
А. V. Nelyubin, Н. А. Селиванов, A. Yu. Bykov

et al.

International Journal of Molecular Sciences, Journal Year: 2021, Volume and Issue: 22(24), P. 13391 - 13391

Published: Dec. 13, 2021

In the present work, a convenient and straightforward approach to preparation of borylated amidines based on closo-dodecaborate anion [B12H11NCCH3NHR]−, R=H, Alk, Ar was developed. This method has two stages. A nitrile derivative general form [B12H11NCCH3]− obtained, using modified technique, in first stage. On second stage resulting molecular system interacted with primary amines target amidine products. is characterised by simple chemical apparatus, mild conditions high yields final The mechanism addition amine studied, quantum-chemical methods. interaction between NH3 ammonia chosen as an example. It found that structure transition state determines stereo-selectivity process. study biological properties sodium salts indicated substances had low toxicity could accumulate cancer cells significant amounts.

Language: Английский

Iridium-Catalyzed Cyclative Indenylation and Dienylation through Sequential B(4)–C Bond Formation, Cyclization, and Elimination from o-Carboranes and Propargyl Alcohols DOI
Yonghyeon Baek, Kiun Cheong, Gi Hoon Ko

et al.

Journal of the American Chemical Society, Journal Year: 2020, Volume and Issue: 142(22), P. 9890 - 9895

Published: May 12, 2020

Described herein is the first iridium-catalyzed cyclative indenylation through sequential B(4)–C and intramolecular C–C bond formation from o-carboranes propargyl alcohols, leading to of B(4)-indenylated with excellent regioselectivity via direct B–H activation. Moreover, regioselective 1,3-dienylation has been accessed activation, dehydration, decarboxylation, producing B(4)-dienylated o-carboranes.

Language: Английский

Citations

66

An Organometallic Strategy for Assembling Atomically Precise Hybrid Nanomaterials DOI
Julia M. Stauber, Elaine A. Qian, Yanxiao Han

et al.

Journal of the American Chemical Society, Journal Year: 2019, Volume and Issue: 142(1), P. 327 - 334

Published: Nov. 29, 2019

For decades, chemists have strived to mimic the intricate design and diverse functions of naturally occurring systems through bioinspired synthesis programmable inorganic nanomaterials. The development thiol-capped gold nanoparticles (AuNPs) has driven advancement in this area; however, although versatile readily accessible, hybrid AuNPs are rarely atomically precise, which limits control over their surface topology therefore study complex structure–function relationships. Here, we present a bottom-up approach systematic assembly precise nanoclusters employing strategy that mimics synthetic ease with normally constructed, while producing well-defined covalent nanoscale assemblies topologies. first time, using structurally characterized cluster-based organometallic building block, demonstrate multivalent binding capabilities protein targets.

Language: Английский

Citations

64

Copper-Catalyzed Electrochemical Selective B–H Oxygenation of o-Carboranes at Room Temperature DOI
Yik Ki Au, Hairong Lyu, Yangjian Quan

et al.

Journal of the American Chemical Society, Journal Year: 2020, Volume and Issue: 142(15), P. 6940 - 6945

Published: March 31, 2020

Copper-catalyzed electrochemical selective cage B–H oxygenation of o-carboranes has been achieved for the first time. Under a constant electric current (4.0 mA) at room temperature, copper-catalyzed cross-coupling carboranyl amides with lithium phenolates results in formation B(4,5)-diphenolated via direct activation, whereas use tert-butoxide affords B(4)-monooxygenated products. This reaction does not require any additional chemical oxidants and generates H2 salt as byproducts. Control experiments indicated that high-valent Cu(III) species is likely involved process.

Language: Английский

Citations

62

Regioselective B(3,4)–H arylation of o-carboranes by weak amide coordination at room temperature DOI Creative Commons
Yu‐Feng Liang, Long Yang,

Becky Bongsuiru Jei

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(39), P. 10764 - 10769

Published: Jan. 1, 2020

B–H: site-selective B(3,4)–H arylations were accomplished at room temperature by versatile palladium catalysis enabled weakly coordinating amides.

Language: Английский

Citations

55

Primary Amine Nucleophilic Addition to Nitrilium Closo-Dodecaborate [B12H11NCCH3]−: A Simple and Effective Route to the New BNCT Drug Design DOI Open Access
А. V. Nelyubin, Н. А. Селиванов, A. Yu. Bykov

et al.

International Journal of Molecular Sciences, Journal Year: 2021, Volume and Issue: 22(24), P. 13391 - 13391

Published: Dec. 13, 2021

In the present work, a convenient and straightforward approach to preparation of borylated amidines based on closo-dodecaborate anion [B12H11NCCH3NHR]−, R=H, Alk, Ar was developed. This method has two stages. A nitrile derivative general form [B12H11NCCH3]− obtained, using modified technique, in first stage. On second stage resulting molecular system interacted with primary amines target amidine products. is characterised by simple chemical apparatus, mild conditions high yields final The mechanism addition amine studied, quantum-chemical methods. interaction between NH3 ammonia chosen as an example. It found that structure transition state determines stereo-selectivity process. study biological properties sodium salts indicated substances had low toxicity could accumulate cancer cells significant amounts.

Language: Английский

Citations

51