Ru-catalyzed asymmetric hydrogenation of α,β-unsaturated ketones < em > via < /em > a hydrogenation/isomerization cascade
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00356j. Online ahead of print.ABSTRACTRu-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated ketones has been developed for the enantioselective synthesis of chiral α-substituted secondary alcohols with high diastereo- and enantioselectivities (up to >99 : 1 dr, 98% ee). Mechanistic experiments suggest that the reaction proceeds via a Ru-catalyzed asymmetric hydrogenation of the CO bond in concert with a base-promoted allylic alcohol isomerization, and the final stereoselectivities were controlled by a DKR process during the asymmetric hydrogenatio...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Kun Wang Saisai Niu Weijun Tang Dong Xue Jianliang Xiao Hongfeng Li Chao Wang Source Type: research

Microcapsule fabrication by ATRP at the interface of non-aqueous emulsions
We present soft-template encapsulation of salt hydrate phase change materials (PCMs) using modified silica particles to both stabilize emulsions and serve as initiators for organocatalyzed photoredox ATRP. The resulting core-shell structures have high core loading and are robust to thermal cycling. Critically, this strategy eliminates the need for a reagent in the core phase, thus preserving purity, and offers the ability to tailor shell composition for desired applications.PMID:38545873 | DOI:10.1039/d4cc00736k (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Nicholas C Starvaggi Chase B Somodi Eliandreina Cruz Barrios Patrick J Shamberger Emily B Pentzer Source Type: research

Pillar[6]MaxQ functions as an < em > in vivo < /em > sequestrant for rocuronium and vecuronium
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00772g. Online ahead of print.ABSTRACTThe binding affinity of pillar[6]MaxQ toward a panel of neuromuscular blockers and neurotransmitters was measured in phosphate buffered saline by isothermal titration calorimetry and 1H NMR spectroscopy. In vivo efficacy studies showed that P6MQ sequesters rocuronium and vecuronium and reverses their influence on the recovery of the train-of-four (TOF) ratio.PMID:38546190 | DOI:10.1039/d4cc00772g (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Wanping Zhang Emmanuel A Bazan-Bergamino Anton P Doan Xiangjun Zhang Lyle Isaacs Source Type: research

Valorizing natural-abundant glucose to lactic acid using a MOF-808 catalyst under green hydrothermal conditions
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00393d. Online ahead of print.ABSTRACTHighly robust Zr-based MOF-808, featuring Lewis acid Zr sites and coordinate hydroxide ions upon the removal of the monocarboxylate capping reagent, emerges as an efficient catalyst for the hydrothermal conversion of glucose into lactic acid. A remarkable 99% glucose conversion with an impressive 76.6% yield of lactic acid can be achieved. The large pore window of MOF-808 facilitates the diffusion of glucose to the active sites within the framework. The single-site attribute of the catalytic center enables a high selectivity of lactic a...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Sininat Boonmark Panyapat Ponchai Kanyaporn Adpakpang Suttipong Wannapaiboon Sutarat Thongratkaew Kajornsak Faungnawakij Sareeya Bureekaew Source Type: research

Synthesis of two nitrogen-containing polyaromatic compounds through gold catalysis/DBU-promoted cyclizations
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00113c. Online ahead of print.ABSTRACTThis work reports an efficient synthesis of novel benzo[7,8]indolizino[2,3,4,5-ija]quinazoline derivatives between 2-(2-ethynylaryl)acetonitriles 1 and anthranils 2. The synthetic approach involves the initial formation of 7-formylindole intermediates that can be implemented by DBU to activate a novel indole-nitrile-aldehyde cyclization.PMID:38546213 | DOI:10.1039/d4cc00113c (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Vikas Ashokrao Sadaphal Tien-Lin Wu Rai-Shung Liu Source Type: research

Enantioselective sulfonylation to construct 3-sulfonylated oxindoles
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00802b. Online ahead of print.ABSTRACTAsymmetric synthesis of 3-sulfonylated 3-substituted oxindoles through the addition of sodium sulfinate salts to 3-bromo-3-substituted oxindoles has been achieved using chiral nickel complexes of N,N'-dioxides. This method facilitates the creation of diverse chiral sulfonyl oxindoles, several of which display promising anticancer properties. Notably, the catalyst demonstrates remarkable tolerance to water, crucial for maintaining enantioselectivity. Furthermore, the utilization of topographic steric maps of the catalysts offers valuable...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Hongye Li Yuqiao Zhou Zheng Tan Xiangyu Wang Yuxin Zhang Fei Wang Xiaoming Feng Xiaohua Liu Source Type: research

Synthesis of tetrahydroquinazolines from 2-aminobenzonitriles and alkylidene malonates < em > via < /em > 1,4-conjugate addition and an unprecedented rearrangement reaction
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00240g. Online ahead of print.ABSTRACTAn efficient methodology for the synthesis of highly diverse tetrahydroquinazoline scaffolds from 2-aminobenzonitriles and alkylidene malonates via 1,4-conjugate addition followed by an unprecedented rearrangement has been demonstrated. The methodology is further applicable for the synthesis of quinazolines and tetracyclic compounds. Some of the synthesized compounds exhibit photophysical properties.PMID:38547001 | DOI:10.1039/d4cc00240g (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Bikoshita Porashar Bipin Kumar Behera Hunmoina Phukon Anil K Saikia Source Type: research

Dioxane promoted photochemical < em > O < /em > -alkylation of 1,3-dicarbonyl compounds beyond carbene insertion into C-H and C-C bonds
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00778f. Online ahead of print.ABSTRACTA photochemical synthesis of enol ethers and furan-3(2H)-ones from 1,3-dicarbonyl compounds and aryl diazoacetates has been developed. Significantly, 1,4-dioxane promoted O-alkylation of various 1,3-dicarbonyl compounds beyond previous carbene insertion into C-H and C-C bonds has been disclosed.PMID:38545739 | DOI:10.1039/d4cc00778f (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Xinlong Zhou Jingjing Jiang Min Zhang Qingqing Wu Keyong Zhu Dongjie Shi Sensen Hou Jingjing Zhao Pan Li Source Type: research

Biphasic modulation of tau liquid-liquid phase separation by polyphenols
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00473f. Online ahead of print.ABSTRACTMolecular tools that modulate tau liquid-liquid phase separation (LLPS) promise to treat tauopathies. We screened a set of polyphenols and demonstrated concentration-dependent biphasic modulation of tau LLPS by gallic acid (GA), showcasing its ability to expedite the liquid-to-gel transition in tau condensates and effectively impede the formation of deleterious fibrillar aggregates.PMID:38545836 | DOI:10.1039/d4cc00473f (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Hariharan Moorthy Nimsha Kamala Madhu Ramesh Thimmaiah Govindaraju Source Type: research

A cell-permeable Ub-Dha probe for profiling E1-E2-E3 enzymes in live cells
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00415a. Online ahead of print.ABSTRACTActivity-based ubiquitin probes (Ub-ABPs) have recently been developed as effective tools for studying the capabilities of E1-E2-E3 enzymes, but most of them can only be used in cell lysates. Here, we report the first cell-penetrating Ub-Dha probes based on thiazolidine-protected cysteines, which enable successful delivery into cells confirmed by a fluorophore at the N-terminus of Ub and live-cell fluorescence microscopy. A total of 18 E1-E2-E3 enzymes in live cells were labelled and enriched in combination with label-free quantificatio...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Qiong Xia Xianbin Meng Yu Wang Rujing Yuan Pincheng Li Liwen Liu Yi-Ming Li Source Type: research

Ru-catalyzed asymmetric hydrogenation of α,β-unsaturated ketones < em > via < /em > a hydrogenation/isomerization cascade
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00356j. Online ahead of print.ABSTRACTRu-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated ketones has been developed for the enantioselective synthesis of chiral α-substituted secondary alcohols with high diastereo- and enantioselectivities (up to >99 : 1 dr, 98% ee). Mechanistic experiments suggest that the reaction proceeds via a Ru-catalyzed asymmetric hydrogenation of the CO bond in concert with a base-promoted allylic alcohol isomerization, and the final stereoselectivities were controlled by a DKR process during the asymmetric hydrogenatio...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Kun Wang Saisai Niu Weijun Tang Dong Xue Jianliang Xiao Hongfeng Li Chao Wang Source Type: research

Microcapsule fabrication by ATRP at the interface of non-aqueous emulsions
We present soft-template encapsulation of salt hydrate phase change materials (PCMs) using modified silica particles to both stabilize emulsions and serve as initiators for organocatalyzed photoredox ATRP. The resulting core-shell structures have high core loading and are robust to thermal cycling. Critically, this strategy eliminates the need for a reagent in the core phase, thus preserving purity, and offers the ability to tailor shell composition for desired applications.PMID:38545873 | DOI:10.1039/d4cc00736k (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Nicholas C Starvaggi Chase B Somodi Eliandreina Cruz Barrios Patrick J Shamberger Emily B Pentzer Source Type: research

Pillar[6]MaxQ functions as an < em > in vivo < /em > sequestrant for rocuronium and vecuronium
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00772g. Online ahead of print.ABSTRACTThe binding affinity of pillar[6]MaxQ toward a panel of neuromuscular blockers and neurotransmitters was measured in phosphate buffered saline by isothermal titration calorimetry and 1H NMR spectroscopy. In vivo efficacy studies showed that P6MQ sequesters rocuronium and vecuronium and reverses their influence on the recovery of the train-of-four (TOF) ratio.PMID:38546190 | DOI:10.1039/d4cc00772g (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Wanping Zhang Emmanuel A Bazan-Bergamino Anton P Doan Xiangjun Zhang Lyle Isaacs Source Type: research

Valorizing natural-abundant glucose to lactic acid using a MOF-808 catalyst under green hydrothermal conditions
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00393d. Online ahead of print.ABSTRACTHighly robust Zr-based MOF-808, featuring Lewis acid Zr sites and coordinate hydroxide ions upon the removal of the monocarboxylate capping reagent, emerges as an efficient catalyst for the hydrothermal conversion of glucose into lactic acid. A remarkable 99% glucose conversion with an impressive 76.6% yield of lactic acid can be achieved. The large pore window of MOF-808 facilitates the diffusion of glucose to the active sites within the framework. The single-site attribute of the catalytic center enables a high selectivity of lactic a...
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Sininat Boonmark Panyapat Ponchai Kanyaporn Adpakpang Suttipong Wannapaiboon Sutarat Thongratkaew Kajornsak Faungnawakij Sareeya Bureekaew Source Type: research

Synthesis of two nitrogen-containing polyaromatic compounds through gold catalysis/DBU-promoted cyclizations
Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00113c. Online ahead of print.ABSTRACTThis work reports an efficient synthesis of novel benzo[7,8]indolizino[2,3,4,5-ija]quinazoline derivatives between 2-(2-ethynylaryl)acetonitriles 1 and anthranils 2. The synthetic approach involves the initial formation of 7-formylindole intermediates that can be implemented by DBU to activate a novel indole-nitrile-aldehyde cyclization.PMID:38546213 | DOI:10.1039/d4cc00113c (Source: Chemical Communications)
Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Vikas Ashokrao Sadaphal Tien-Lin Wu Rai-Shung Liu Source Type: research