Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst.

A highly enantioselective Mannich reaction of α-fluoroindanones with isatin-derived -Boc-ketimines catalyzed by a quinine-derived phase-transfer catalyst was developed. A variety of 3-substituted 3-amino-2-oxindoles bearing fluorine-containing, vicinal, tetrasubstituted stereocenters were constructed using this protocol in high yields (83-95%), with moderate to excellent enantioselectivities (66-91%) and high diastereoselectivities (up to >99:1).

Sustainable aggregation-induced emission material based on pectin-l-lysine: Potential antibacterial and monitoring in food spoilage.

The demand of smart food detection system which in detecting food spoilage is increasing. In this work, a new type of aggregation-induced emission (AIE) compound was synthesized based on pectin (P) and l-lysine (Lys). P-Lys is an AIE active compound which has the advantages of simple synthesis, easy modification and processability, it also has good water solubility and biocompatibility.

Corrigendum to "Photoluminescence of Tilapia skin collagen: Aggregation-induced emission with clustering triggered emission mechanism and its multiple applications" [Int. J. Biol. Macromol. 182 (2021) 1437-1444].

There is an urgent need for natural sources of aggregation-induced emission (AIE) materials which have good water solubility, biocompatibility, and can be produced in large quantities. Here, Tilapia skin collagen (Tsc) is a very abundant protein in nature, with solid-phase and solution-state fluorescence emission effect and its multiple applications was explored.Due to Tsc was in high concentration or aggregation state which shown AIE property.

Aymmetric Aza-Friedel-Crafts Reaction of Isatin-Derived Ketimines with Indoles Catalyzed by a Chiral Phase-Transfer Catalyst.

A highly enantioselective aza-Friedel-Crafts reaction of 1-indoles with isatin-derived -Cbz-ketimines catalyzed by quinine-derived phase-transfer catalysts was developed. A series of chiral 3-aminobisindole compounds containing a tetrasubstituted stereocenter were constructed by this protocol in high yields (82-91%) and moderate to excellent enantioselectivities (46-94% ee).

Seeking Aggregation-Induced Emission Materials in Food: Oat β-Glucan and Its Diverse Applications.

With the basic understanding and broad application prospects of luminescent materials, the emission mechanism of unconventional luminescent agents has been revealed gradually. Here, we report a non-conjugated biomass material, oat β-glucan (oat-β-Glu), which actually does not emit light in a dilute solution but emits significantly when forming aggregates. Inherently visible emission of oat-β-Glu from the concentrated solutions and solid state could be observed.

Photoluminescence of Tilapia skin collagen: Aggregation-induced emission with clustering triggered emission mechanism and its multiple applications.

There is an urgent need for natural sources of aggregation-induced emission (AIE) materials which have good water solubility, biocompatibility, and can be produced in large quantities. Here, Tilapia skin collagen (Tsc) is a very abundant protein in nature, with solid-phase and solution-state fluorescence emission effect and its multiple applications was explored. Due to Tsc was in high concentration or aggregation state which shown AIE property.

Novel Chiral Thiourea Derived from Hydroquinine and l-Phenylglycinol: An Effective Catalyst for Enantio- and Diastereoselective Aza-Henry Reaction.

A series of chiral thiourea bearing multiple H-bond donors derived from hydroquinine has been reported. The aza-Henry reaction of isatin-derived ketimines and long-chain nitroalkanes catalyzed by these chiral thioureas can achieve high enantioselectivity (78-99% ee) and excellent diastereoselectivity (up to 99:1). This work is the first report on long-chain nitroalkanes as substrates with excellent diastereoselectivity in metal-free catalytic systems.

Enantioselective addition of thiols to trifluoromethyl ketimines: synthesis of ,-ketals.

An efficient enantioselective addition of thiols to acyclic trifluoromethyl ketimines has been established by using a bifunctional squaramide catalyst, which was derived from quinine, and the reaction was completed in 5 to 10 min. The construction of chiral tetrasubstituted carbon centers bearing trifluoromethylated N,S-ketals has been achieved in high yields (up to 96% yield) with excellent enantioselectivities (up to 99% ee).

Synthesis of 4-Azaindolines Using Phase-Transfer Catalysis via an Intramolecular Mannich Reaction.

A series of bifunctional asymmetric phase-transfer catalysts containing novel fluorine-containing urea groups derived from cinchona alkaloids have been synthesized and successfully applied in the asymmetric intramolecular Mannich reaction. The 4-azaindoline products bearing multiple substrates were obtained in excellent yield (90-99%), with high enantioselectivity (up to 95%) and diastereoselectivity (up to >99:1).

Highly Enantioselective Synthesis of Acyclic ,'-Acetals by Chiral Urea Derived from Quinine Catalyzed the Addition of Aryl Amines to Isatin-Derived Ketimines.

,'-Acetals are sensitive compounds, and the challenging asymmetric synthesis of acyclic ,'-acetals by the general addition of amines to ketimines has never been reported so far. In this study, highly enantioselective addition of aryl amines to isatin-derived ketimines catalyzed by chiral urea derived from quinine was developed. A series of new acyclic ,'-acetals were constructed by this protocol in high to excellent yields (78-99%) and high to excellent enantioselectivities (76-96% ee).

Unusual temperature-sensitive excimer fluorescence from discrete π-π dimer stacking of anthracene in a crystal.

Herein, an unusual blue shift in excimer fluorescence with increasing temperature was observed from a crystal with a discrete π-π anthracene dimer, originating from the more temperature-sensitive intermolecular geometry of the π-π dimer (e.g., π-π distance) compared to the intramolecular geometry of the monomer, which is confirmed by temperature-dependent single-crystal X-ray diffraction (XRD) measurements.

Direct enantio- and diastereoselective Mannich reactions of isatin-derived ketimines with oxo-indanecarboxylates catalyzed by chiral thiourea derived from hydroquinidine.

A highly diastereo- and enantioselective Mannich reaction of isatin-derived ketimines with oxo-indanecarboxylates catalyzed by chiral thiourea derived from hydroquinidine has been developed. A series of 3-substituted 3-amino-oxindoles containing assembled bicyclic rings linked by a C-C bond were constructed by this protocol in excellent yields (92-99%) with high enantioselectivities (85-99% ee) and diastereoselectivities (up to >99 : 1 dr).

Cobalt Nanoparticles/Black Phosphorus Nanosheets: An Efficient Catalyst for Electrochemical Oxygen Evolution.

Black phosphorus (BP) nanosheet (NS) is an emerging oxygen evolution reaction (OER) electrocatalyst with both high conductivity and abundant active sites. However, its ultrathin structure suffers instability because of the lone pair electrons exposed at the surface, which badly restricts durability for achieving long-term OER catalysis. Herein, a facile solvothermal reduction route is designed to fabricate Co/BP NSs hybrid electrocatalyst by in situ growth of cobalt nanoparticles on BP NSs.

Bifunctional Thiourea-Ammonium Salt Catalysts Derived from Cinchona Alkaloids: Cooperative Phase-Transfer Catalysts in the Enantioselective Aza-Henry Reaction of Ketimines.

An efficient enantioselective aza-Henry reaction of aryl α-ketoester-derived ketimines has been realized by using bifunctional thiourea-ammonium salt phase-transfer catalysts, which were derived from quinine. A variety of aryl α-ketoester-derived N-Ts ketimines were investigated, and the corresponding products were obtained in high to excellent yields (up to 99%) with good to high enantioselectivities (up to >99% ee).

Novel α-amino acid-derived phase-transfer catalyst application to a highly enantio- and diastereoselective nitro-Mannich reaction.

New quaternary ammonium types of bifunctional asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors derived from α-amino acids were readily prepared and found to be highly efficient in the asymmetric nitro-Mannich reactions of amidosulfones. Very broad substrate generality was observed, and the products were achieved in high enantio-/diastereoselectivities (90->99.9% ee, 90 : 10 to 92 : 8 dr).

Spatial separation of the hydrogen evolution center from semiconductors using a freestanding silica-sphere-supported Pt composite.

Spatial separation of the reduction center (photosystem I) and oxidation center (photosystem II) is an obvious characteristic of natural photosynthesis. Enlightened by this natural process, a simple material based on silica-sphere-supported Pt nanoparticles (SSP) was designed as a freestanding hydrogen evolution center for semiconductor photocatalysts. In situ photoluminescence characterization showed that the radiation recombination of electron-hole pairs in semiconductors (i.

Enantio- and Diastereoselective Nitro-Mannich Reaction of α-Aryl Nitromethanes with Amidosulfones Catalyzed by Phase-Transfer Catalysts.

A high-yield, highly diastereo- and enantioselective nitro-Mannich reaction of α-aryl nitromethanes with amidosulfones catalyzed by a novel chiral phase-transfer catalyst, bearing multiple H-bonding donors, derived from quinine was developed. A variety of α-aryl nitromethanes and amidosulfones were investigated; and the corresponding products were obtained in excellent yields with excellent diastereo- and enantioselectivities (up to 99% yield, > 99:1 dr and >99% ee). As a demonstration of synthetic utility, the resulting β-nitroamines could be converted to corresponding meso-symmetric and optically pure unsymmetric anti-1,2-diarylethylenediamines.

Investigation of c ions formed by N-terminally charged peptides upon collision-induced dissociation.

Peptide fragments such as b and y sequence ions generated upon low-energy collision-induced dissociation have been routinely used for tandem mass spectrometry (MS/MS)-based peptide/protein identification. The underlying formation mechanisms have been studied extensively and described within the literature. As a result, the 'mobile proton model' and 'pathways in competition model' have been built to interpret a majority of peptide fragmentation behavior.

Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines.

We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).

Plasmonic Au nanoparticles embedding enhances the activity and stability of CdS for photocatalytic hydrogen evolution.

The activity and stability of CdS for visible-light-driven hydrogen evolution could be significantly enhanced by embedding plasmonic Au nanoparticles. The plasmon resonance energy field of Au nanoparticles could increase the formation rate and lifetime of e(-)/h(+) pairs in CdS semiconductors.

Asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors: highly efficient catalysts for enantio- and diastereoselective nitro-mannich reaction of amidosulfones.

Bifunctional asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors have rarely been explored. The first quaternary ammonium type of these catalysts derived from cinchona alkaloids were readily prepared and found to be highly efficient catalysts for asymmetric nitro-Mannich reactions of amidosulfones. Compared with previous reports, very broad substrate generality was observed, and both enantiomers of the products were achieved in high enantio- and diastereoselectivity (90-99% ee, 13:1 to 99:1 dr).

Manipulation and formation mechanism of silica one-dimensional periodic structures by roller electrospinning.

A roller electrospinning technique is combined with sol-gel chemistry to fabricate silica and polymeric materials on conductive and nonconductive substrates to verify its ability for controlling the long-range periodic structure of the final product. According to the experimental results, formation of the one-dimensional periodic silica structure was dependent on the electrical conductivity of the collector substrate. The periodic density seems to be related to the width of silica product.

Guanidine/Pd(OAc)2-catalyzed room temperature Suzuki cross-coupling reaction in aqueous media under aerobic conditions.

A highly efficient Pd(OAc)2/guanidine aqueous system for the room temperature Suzuki cross-coupling reaction has been developed. The new water-soluble and air-stable catalyst Pd(OAc)2.(1f)2 from Pd(OAc)2 and 1,1,3,3-tetramethyl-2-n-butylguanidine (1f) was synthesized and characterized by X-ray crystallography.