Water-stable boroxine structure with dynamic covalent bonds DOI Creative Commons
Xiaopei Li, Yongjie Zhang, Zhenqiang Shi

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Feb. 8, 2024

Abstract Boroxines are significant structures in the production of covalent organic frameworks, anion receptors, self-healing materials, and others. However, their utilization aqueous media is a formidable task due to hydrolytic instability. Here we report water-stable boroxine structure discovered from 2-hydroxyphenylboronic acid. We find that, under ambient environments, acid undergoes spontaneous dehydration form dimer with dynamic bonds aggregation-induced enhanced emission activity. Intriguingly, upon exposure water, rapidly transforms into excellent pH stability water-compatible bonds. Building these discoveries, strong binding capacity boroxines toward fluoride ions media, develop boroxine-based hydrogel high acid–base reversible gel–sol transition. This discovery breaks constraint not being applicable opening new era researches chemistry.

Language: Английский

Expanding the medicinal chemistry synthetic toolbox DOI
Jonas Boström, Dean G. Brown, Robert J. Young

et al.

Nature Reviews Drug Discovery, Journal Year: 2018, Volume and Issue: 17(10), P. 709 - 727

Published: Aug. 24, 2018

Language: Английский

Citations

591

Modular radical cross-coupling with sulfones enables access to sp 3 -rich (fluoro)alkylated scaffolds DOI Open Access
Rohan R. Merchant, Jacob T. Edwards, Tian Qin

et al.

Science, Journal Year: 2018, Volume and Issue: 360(6384), P. 75 - 80

Published: Feb. 19, 2018

A sulfur matchmaker for fluorous coupling Fluorination is a burgeoning technique fine-tuning the properties of pharmaceutical compounds. Unfortunately, cross-coupling reactions widely used to make carbon-carbon bonds in drug research can be tripped up by fluorine substituents. Merchant et al. report class easily prepared, solid sulfone compounds that engage nickel-catalyzed their fluoroalkyl groups with aryl zinc reagents. These sulfones considerably simplify synthetic routes fluorinated analogs would previously have required multistep strategies focused strictly on fluorination protocol. Science , this issue p. 75

Language: Английский

Citations

197

Iron–Nickel Dual-Catalysis: A New Engine for Olefin Functionalization and the Formation of Quaternary Centers DOI

Samantha A. Green,

Suhelen Vásquez‐Céspedes,

Ryan A. Shenvi

et al.

Journal of the American Chemical Society, Journal Year: 2018, Volume and Issue: 140(36), P. 11317 - 11324

Published: July 26, 2018

Alkene hydroarylation forms carbon-carbon bonds between two foundational building blocks of organic chemistry: olefins and aromatic rings. In the absence electronic bias or directing groups, only Friedel-Crafts reaction allows arenes to engage alkenes with Markovnikov selectivity generate quaternary carbons. However, intermediacy carbocations precludes use electron-deficient arenes, including Lewis basic heterocycles. Here we report a highly Markovnikov-selective, dual-catalytic olefin that tolerates heteroarenes any character. Hydrogen atom transfer controls formation branched products arene halogenation specifies attachment points on ring. Mono-, di-, tri-, tetra-substituted yield carbons within nonstrained

Language: Английский

Citations

192

Univariate classification of phosphine ligation state and reactivity in cross-coupling catalysis DOI
Samuel H. Newman-Stonebraker, Sleight R. Smith, Julia E. Borowski

et al.

Science, Journal Year: 2021, Volume and Issue: 374(6565), P. 301 - 308

Published: Oct. 15, 2021

Which phosphines squeeze together? Phosphine ligands coordinated to palladium and nickel are essential tools for assembling the backbones of pharmaceutical compounds. For decades, descriptors that characterize spatial bulk have helped guide phosphine optimization. However, these tend apply ideal geometries a single ligand. Newman-Stonebraker et al . introduce descriptor considers how ligand conformation might change in crowded environment. Specifically, they found minimum percentage buried volume accurately predicts when one or two particular will coordinate metal center, frequently key determinant successful catalysis. —JSY

Language: Английский

Citations

179

Nickel-catalyzed formation of quaternary carbon centers using tertiary alkyl electrophiles DOI
Weichao Xue, Xiao Jia, Xuan Wang

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(6), P. 4162 - 4184

Published: Jan. 1, 2021

This review provides a comprehensive summary of recent advances in nickel-catalyzed reactions employing tertiary alkyl electrophiles for the construction quaternary carbon centers.

Language: Английский

Citations

173

Recent advance in the C–F bond functionalization of trifluoromethyl-containing compounds DOI
Guobing Yan,

Kaiying Qiu,

Ming Guo

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(14), P. 3915 - 3942

Published: Jan. 1, 2021

The C–F bond is the strongest single in organic compounds.

Language: Английский

Citations

153

Suzuki–Miyaura cross coupling reaction: recent advancements in catalysis and organic synthesis DOI
Brijesh S. Kadu

Catalysis Science & Technology, Journal Year: 2021, Volume and Issue: 11(4), P. 1186 - 1221

Published: Jan. 1, 2021

Suzuki–Miyaura cross coupling reaction (SMCR) – A milestone in the synthesis of C–C coupled compounds.

Language: Английский

Citations

145

Ni-catalyzed C–S bond construction and cleavage DOI
Su Huang, Ming Wang, Xuefeng Jiang

et al.

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(19), P. 8351 - 8377

Published: Jan. 1, 2022

This review focuses on nickel-catalyzed construction and transformation of various sulfide-containing compounds, such as sulfides, disulfides, hypervalent sulfur-containing compounds.

Language: Английский

Citations

139

Metal-catalysed C–Het (F, O, S, N) and C–C bond arylation DOI
Binlin Zhao, Torben Rogge, Lutz Ackermann

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(16), P. 8903 - 8953

Published: Jan. 1, 2021

The formation of C–aryl bonds has been the focus intensive research over last decades for construction complex molecules from simple, readily available feedstocks.

Language: Английский

Citations

110

Hybrid 0D Antimony Halides as Air‐Stable Luminophores for High‐Spatial‐Resolution Remote Thermography DOI Creative Commons
Viktoriia Morad, Sergii Yakunin, Bogdan M. Benin

et al.

Advanced Materials, Journal Year: 2021, Volume and Issue: 33(9)

Published: Jan. 22, 2021

Abstract Luminescent organic–inorganic low‐dimensional ns 2 metal halides are of rising interest as thermographic phosphors. The intrinsic nature the excitonic self‐trapping provides for reliable temperature sensing due to existence a range, typically 50–100 K wide, in which luminescence lifetimes (and quantum yields) steeply temperature‐dependent. This sensitivity range can be adjusted from cryogenic temperatures above room by structural engineering, thus enabling diverse thermometric and applications ranging protein crystallography diagnostics microelectronics. Owing stable oxidation state Sb 3+ , Sb(III)‐based far more attractive than all major non‐heavy‐metal alternatives (Sn‐, Ge‐, Bi‐based halides). In this work, relationship between characteristics crystal structure microstructure TPP SbBr 5 (TPP = tetraphenylphosphonium) is established, then its potential showcased environmentally robust phosphor remote thermography. material easily processable into thin films, highly beneficial high‐spatial‐resolution particular, compelling combination high spatial resolution (1 µ m) precision (high specific sensitivities 0.03–0.04 −1 ) demonstrated fluorescence‐lifetime imaging heated resistive pattern on flat substrate, covered with solution‐spun film .

Language: Английский

Citations

109