Exploring a de novo route to bradyrhizose and its diastereomers: synthesis and isomeric equilibrium of reducing bicyclic carbohydrates
Chemistry. 2024 Apr 8:e202400886. doi: 10.1002/chem.202400886. Online ahead of print.ABSTRACTA de novo asymmetric strategy for the synthesis of d-bradyrhizose diastereomers from an achiral ketoenolester precursor is described. Key transformations used in the stereodivergent approach include two Noyori asymmetric reductions, an Achmatowicz rearrangement, diastereoselective alkene oxidations, and the first example of a palladium(0)-catalyzed glycosylation of a vinylogous pyranone. The isomeric composition of the bicyclic reducing sugars obtained was analyzed and their behaviour was compared to the natural product, revealing ...
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Vitor L S Cunha George A O'Doherty Todd Lowary Source Type: research

Highly Efficient and Thermally Durable Luminescence of 1D Eu3+ Coordination Polymers with Arsenic Bridging Ligands
Chemistry. 2024 Apr 9:e202400615. doi: 10.1002/chem.202400615. Online ahead of print.ABSTRACTIn this work, bisarsine oxides were evaluated as novel bridging ligands, aiming to develop practical and efficient luminescent lanthanide coordination polymers. We have synthesized one-dimensional (1D) Eu3+ coordination polymers that incorporate bisarsine oxide bridging ligands and hexafluoroacetylacetonate anions. These polymers exhibited a denser packing of chains compared to analogous polymers bridged with bisphosphine oxides. The coordination polymers demonstrated exceptional thermal stability and substantial emission quantum y...
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Haruki Shimoji Yuto Aoyama Kota Inage Masashi Nakamura Takumi Yanagihara Kazuhiro Yuhara Yuichi Kitagawa Yasuchika Hasegawa Shunichiro Ito Kazuo Tanaka Hiroaki Imoto Kensuke Naka Source Type: research

Luminescent Supramolecular Metallogels: Drug Loading and Eu(III) as Structural Probe
Chemistry. 2024 Apr 9:e202400680. doi: 10.1002/chem.202400680. Online ahead of print.ABSTRACTSupramolecular metallogels combine the rheological properties of gels with the color, magnetism, and other properties of metal ions. Lanthanide ions such as Eu(III) can be valuable components of metallogels due to their fascinating luminescence. In this work, we combine Eu(III) and iminodiacetic acid (IDA) into luminescent hydrogels. We investigate the tailoring of the rheological properties of these gels by changes in their metal:ligand ratio. Further, we use the highly sensitive Eu(III) luminescence to obtain information about th...
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Rafael V M Freire Dhiego M A Coelho Larissa G Maciel Larissa T Jesus Ricardo O Freire Janaina V Dos Anjos Severino Alves Alves Source Type: research

Ruthenium(II)-Catalyzed Oxidative Annulation of Imidazo[1,5-a]quinolin-2-iums Salts and Internal Alkynes via C-H Bond Activation
Chemistry. 2024 Apr 9:e202401133. doi: 10.1002/chem.202401133. Online ahead of print.ABSTRACTRuthenium(II)-catalyzed synthesis of π-conjugated fused imidazo[1,5-a]quinolin-2-ium derivatives have been achieved via C-H activation of quinoline-functionalized NHC (NHC = N-heterocyclic carbene) and oxidative coupling with internal alkynes. The reaction occurred with high efficiency, broad substrate scope, tolerates a wide range of functional groups and utilized into a gram-scale. Synthetic applications of a coupled product have been exemplified in the late-stage derivatization of various highly functionalized scaffolds. Moreov...
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Monuranjan Konwar Nitumoni Hazarika Bikash Kumar Sarmah Animesh Das Source Type: research

Reactive Magnesium Nanoparticles to Perform Reactions in Suspension
Chemistry. 2024 Apr 9:e202400418. doi: 10.1002/chem.202400418. Online ahead of print.ABSTRACTZerovalent magnesium (Mg(0)) nanoparticles are prepared in the liquid phase (THF) by reduction of MgBr2 either with lithium naphthalenide ([LiNaph]) or lithium biphenyl ([LiBP]). [LiBP]-driven reduction results in smaller Mg(0) nanoparticles (10.3±1.7 nm) than [LiNaph]-driven reduction (28.5±4 nm). The as-prepared Mg(0) nanoparticles are monocrystalline (d101 = 245±5 pm) for both types of reduction. Their reactivity is probed by liquid-phase reaction (THF, toluene) in suspension near room temperature (20-120 °C) with 1-bromoada...
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Christian Ritschel Carsten Donsbach Claus Feldmann Source Type: research

Corrigendum: Affinity of Telluronium Chalcogen Bond Donors for Lewis Bases in Solution: A Critical Experimental-Theoretical Joint Study
Chemistry. 2024 Apr 9:e202400955. doi: 10.1002/chem.202400955. Online ahead of print.NO ABSTRACTPMID:38593285 | DOI:10.1002/chem.202400955 (Source: Chemistry)
Source: Chemistry - April 9, 2024 Category: Chemistry Source Type: research

Phosphine-catalyzed 1,2-cis-diboration of 1,3-butadiynes
Chemistry. 2024 Apr 9:e202401235. doi: 10.1002/chem.202401235. Online ahead of print.ABSTRACTTrialkyl phosphines PMe3 and PEt3 catalyze the 1,2-cis-diboration of 1,3-butadiynes to give 1,2-diboryl enynes. The products were utilized to synthesize 1,1,2,4-tetraaryl enynes using a Suzuki-Miyaura protocol and can readily undergo proto-deborylation.PMID:38593362 | DOI:10.1002/chem.202401235 (Source: Chemistry)
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Weipeng Li Robert Ricker Ka Lok Chan Pak Fung Lau Nicklas W Buchbinder Johannes Krebs Alexandra Friedrich Zhenyang Lin Webster L Santos Udo Radius Todd B Marder Source Type: research

A Fluorination Strategy and Low-Acidity Anchoring Group in Self-Assembled Molecules for Efficient and Stable Inverted Perovskite Solar Cells
This study highlights the vital importance of the fluorination strategy combined with a low acidity anchoring group in SAMs, offering a pathway to achieve efficient and stable PSCs.PMID:38594211 | DOI:10.1002/chem.202400629 (Source: Chemistry)
Source: Chemistry - April 9, 2024 Category: Chemistry Authors: Xiaowen Sun Hua Fan Xiaowei Xu Gongqiang Li Xiaoyu Gu Dou Luo Chengwei Shan Qiong Yang Chunyang Miao Zheng Xie Ping-Ping Sun Aung Ko Ko Kyaw Gang Lv Shixing Dong Dong Hwan Wang Source Type: research

Cross-coupling between Aryl Halides and  Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon
Chemistry. 2024 Apr 8:e202400895. doi: 10.1002/chem.202400895. Online ahead of print.ABSTRACTCatalytic cross-coupling between aryl halides and alkynes is considered an extremely important organic transformation (popularly known as the Sonogashira coupling) and it requires a transition metal-based catalyst. Accomplishing such transformation without any transition metal-based catalyst in the absence of any external stimuli such as heat, photoexcitation or cathodic current is extremely challenging. This work reports transition-metal-free cross-coupling between aryl halides and alkynes synthesizing a rich library of internal a...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Swagata Sil Krishnapriya Anattil Unnikrishnan Pallabi Mandal Rositha Kuniyil Swadhin Kumar Mandal Source Type: research

Strategies for using Quaternary Ammonium Salts as Alternative Reagents in Alkylations
Chemistry. 2024 Apr 8:e202400675. doi: 10.1002/chem.202400675. Online ahead of print.ABSTRACTAlkylation reactions are pivotal in organic chemistry, with wide-ranging utilization across various fields of applied synthetic chemistry. However, conventional reagents employed in alkylations often pose substantial health and exposure risks. Quaternary ammonium salts (QAS) present a promising alternative for these transformations offering significantly reduced hazards as they are non-cancerogenic, non-mutagenic, non-flammable, and non-corrosive. Despite their potential, their use in direct organic transformations remains relative...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Johanna Templ Michael Schn ürch Source Type: research

Structure-Based Design and Synthesis of Lipid A Derivatives to Modulate Cytokine Responses
Chemistry. 2024 Apr 8:e202400429. doi: 10.1002/chem.202400429. Online ahead of print.ABSTRACTAgonists of Toll like receptors (TLRs) have attracted interest as adjuvants and immune modulators. A crystal structure of TLR4/MD2 with E. coli LPS indicates that the fatty acid at C-2 of the lipid A component of LPS induces dimerization of two TLR4-MD2 complexes, which in turn initiates cell signaling leading to the production of (pro)inflammatory cytokines. To probe the importance of the (R)-3-hydroxymyristate at C-2 of lipid A, a range of bis- and mono-phosphoryl lipid A derivatives with different modifications at C-2 were prepa...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Enrico C J M Verpalen Arwin J Brouwer Margreet A Wolfert Geert-Jan Boons Source Type: research

On-Surface Synthesis of Helicene Oligomers
We report on-surface synthesis of heterochiral 1D heptahelicene oligomers after deposition of a racemic heptahelicene monomer on an Au(111) surface followed by Ullmann coupling under ultrahigh vacuum conditions. Structure, chirality and mode of adsorption of the resulting dimers to octamers are inferred from the scanning probe microscopy and theoretical calculations.PMID:38587984 | DOI:10.1002/chem.202304127 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Andr és Pinar Solé Ji ří Klívar Michal Šámal Irena G Star á Ivo Star ý Jes ús Mendieta-Moreno Karl-Heinz Ernst Pavel Jel ínek Oleksandr Stetsovych Source Type: research

Influence of Lattice Defects on trans-Oligoene Substructure Formation in Graphene
Chemistry. 2024 Apr 8:e202401031. doi: 10.1002/chem.202401031. Online ahead of print.ABSTRACTThe photochemical reaction of iodine and graphene induces strong new Raman modes due to the formation of trans-oligoene substructures in graphene domains. This unique reactivity was demonstrated before on defect-free graphene, however leaving the influence of e.g. carbon vacancies, unexplored. Here, we investigate the photochemical reaction applied on graphene with varying average distances of lattice defects and statistically analyze the characteristic Raman modes which develop with the iodination reaction. We show that the iodina...
Source: Chemistry - April 8, 2024 Category: Chemistry Authors: Fabian Grote Siegfried Eigler Source Type: research

Corrigendum: Two-Photon Chemistry in Ruthenium 2,2'-Bipyridyl-Functionalized Single-Wall Carbon Nanotubes
Chemistry. 2024 Apr 8:e202401147. doi: 10.1002/chem.202401147. Online ahead of print.NO ABSTRACTPMID:38588068 | DOI:10.1002/chem.202401147 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research

Corrigendum: Functional Macromolecules from Single-Walled Carbon Nanotubes: Synthesis and Photophysical Properties of Short Single-Walled Carbon Nanotubes Functionalised with 9,10-Diphenylanthracene
Chemistry. 2024 Apr 8:e202401145. doi: 10.1002/chem.202401145. Online ahead of print.NO ABSTRACTPMID:38588070 | DOI:10.1002/chem.202401145 (Source: Chemistry)
Source: Chemistry - April 8, 2024 Category: Chemistry Source Type: research