Article
Chemistry, Applied
Shubhashish Shubhashish, Sarah J. Karasik, Luisa F. Posada, Alireza S. Amin, Laura A. Achola, Nathaniel Nisly, William S. Willis, Steven L. Suib
Summary: This study presents a synthesis method for gold supported on metal oxides. The supported materials show higher crystallinity compared to unsupported systems. The gold support remains in its metallic state, while most of the other metals are observed to be in their oxide form. The gold supported catalysts exhibit enhanced activity and product selectivity in organic transformation reactions.
MICROPOROUS AND MESOPOROUS MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Wenting Zheng, Xianlie Chen, Feng Chen, Ze He, Qingle Zeng
Summary: Sulfoximines are versatile compounds that are widely used in various fields, and can be synthesized and transformed in different ways, showing great potential for a wide range of applications.
Article
Chemistry, Multidisciplinary
Bin Li, Christoph Woelper, Gebhard Haberhauer, Stephan Schulz
Summary: This study investigates the reactions of gallium-coordinated phosphinidenes with different reagents, revealing the strong electrophilic nature of the gallium center and the formation of various reaction products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Plant Sciences
Tian Tian, Minghan Li, Wei Feng, Yalong Ding, Zhaoyu Li, Zheng Shi, Tong Shen
Summary: The first total synthesis of coryaurone A was achieved with an efficient route and a high overall yield. A series of analogues were also synthesized with good yields, and their cytotoxic activities were evaluated.
JOURNAL OF NATURAL PRODUCTS
(2022)
Review
Chemistry, Organic
Qiaoling Zhang, Jufang Xi, He Ze, Zeng Qingle
Summary: Sulfinamides, especially enantiopure sulfinamides, are widely used in organic and medicinal synthesis and exhibit interesting and valuable reactivity. The latest review summarizes the development in the synthesis and transformation of sulfinamides, providing guidance for future research.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Rina Muto, Kenji Nagata, Yoshiki Nakazumi, Kaho Nakamura, Satoshi Ueno
Summary: The Pd/PMe3-catalyzed allylation reaction of 1-(cyanomethyl)naphthalenes with allyl acetates showed para-selectivity instead of aregioselectivity. This reaction proceeds through ligand attack on the para-carbon of the arenes, which is electronically enriched by a cyano-stabilized α-carbanion. This leads to the formation of (p-allyl)palladium intermediate and a 1,5-hydrogen shift of the parahydrogen.
Article
Chemistry, Multidisciplinary
Sheng Zhang, Junchao Yin, Ziyang Wang, Yang Li, Yukang Fu, Ji Ma, Zhilong Xie, Ming Bao
Summary: A palladium-catalysed aromative benzylic allylation and allenylation of benzyl chlorides with allyl and allenyl pinacolborates is reported for the first time. The reactions are conducted smoothly in the presence of a bidentate phosphine ligand, yielding good cross-coupling products. This new synthetic method exhibits excellent tolerance for various functional groups and is compatible with sensitive groups such as NO2, CF3, CN, and COOMe. The utilization of a bidentate ligand and heating is crucial for the transformation. DFT calculation results reveal the importance of wide-bite-angle bidentate ligands for the formation of an eta(1)-benzyl-eta(1)-allylpalladium intermediate and the thermodynamic favorability of the normal coupling reaction.
CHEMICAL COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Paulo H. S. Paioti, Stella A. Gonsales, Shibo Xu, Ali Nikbakht, Diana C. Fager, Qinghe Liu, Amir H. Hoveyda
Summary: Stereochemically defined organofluorine compounds play a vital role in drug discovery. This article discusses various strategies and techniques for accessing these compounds selectively. One approach involves incorporating a fluorine atom or an organofluorine moiety into the compound, while another approach utilizes commercially available compounds with fluorine atoms. The authors highlight the potential of alkenyl and allylic fluorides in the preparation of stereochemically defined fluoro-organic molecules and emphasize the untapped opportunities for therapeutic science.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Chandan Nandi, Ketaki Kar, Sourav Gayen, Thierry Roisnel, Sundargopal Ghosh
Summary: A procedure for single-cage cluster expansion of open cage dimetallaoctaboranes(12) was established through investigating the chemistry of nido-[(Cp*M)(2)B6H10] with various chalcogen-based borate ligands. The synthesized dimetallachalcogenaboranes exhibit unique coordination structures with sulfur, selenium, and tellurium ligands, providing insights into the bonding of these CS2- and CS3-bridged decaborane analogues.
INORGANIC CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Hanyue Qiu, Xinghai Fei, Jiaojiao Yang, Zhen Qiao, Shan Yuan, Hu Zhang, Ling He, Min Zhang
Summary: This study demonstrates the successful total synthesis of complex Sarpagine alkaloids using a homo-Mannich reaction. Diversified syntheses of these natural products were achieved, and one derivative showed significantly improved anticancer activity. Further mechanism studies revealed the mode of action of this derivative.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Rene Hommelsheim, Heliana Michaela Nunez Ponce, Khai-Nghi Truong, Kari Rissanen, Carsten Bolm
Summary: Through the multicomponent Petasis reaction, a variety of NH-sulfoximines and boronic acids can react with glyoxalic acid to yield 2-substituted acetic acids with N-bound sulfoximidoyl groups. This protocol offers high yields, operates under metal-free conditions at ambient temperature, and has short reaction times. Additionally, the potential of 2-sulfoximidoyl acetic acids as building blocks for synthesizing sulfoximine-based benzodiazepine analogues has been demonstrated.
Article
Chemistry, Organic
Peizhuo Lv, Ali Wang, Xin Xie, Yulong Chen, Yuanhong Liu
Summary: An efficient method for the coupling of allyl trifluoroborates with aryl halides has been developed. The method offers high efficiency, mild reaction conditions, wide substrate scope, and functional group compatibility. Mechanistic studies suggest the formation of a pi-allyl nickel(III) intermediate as a key reaction intermediate.
Article
Chemistry, Organic
Aldahir Ramos-Orea, Teresa Ramirez-Apan, Rosa Maria Chavez-Santos, Rodrigo Aguayo-Ortiz, Clara Espitia, Mayra Silva Miranda, Ruben O. Torres-Ochoa, Roberto Martinez
Summary: A high-yielding total synthesis of the indole alkaloid prenostodione was successfully completed in 4 steps, showing promising cytotoxic activities in tumor cell lines. Structural-activity studies revealed the importance of the aromatic substituent at the C-4 position for cytotoxicity. Compounds with -OMe and -NO2 groups at C-4 exhibited higher selectivity in certain cancer cells and were identified as potential hit compounds for new anticancer agents.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Plant Sciences
Hongbo Dong, Min Wu, Yingying Wang, Weihong Du, Yujiao He, Zheng Shi
Summary: In this study, syringin and its natural analogues were successfully synthesized, and they were found to possess varying levels of anti-inflammatory activity.
JOURNAL OF NATURAL PRODUCTS
(2021)
Article
Chemistry, Inorganic & Nuclear
Mukundam Vanga, Vo Quang Huy Phan, Jiang Wu, Alvaro Munoz-Castro, H. V. Rasika Dias
Summary: Thallium(I) complexes of B-methylated and B-phenylated tris(pyridyl)borates with trifluoromethyl groups at the pyridyl ring 6-positions have been synthesized and compared to the tris(pyrazolyl)borate analogues. The coordination modes and spectroscopic features of these complexes have been studied, revealing distinct differences between the two scorpionate families. The steric demands of the ligands have been quantified using the buried volume concept. Ligand transfer chemistry from these complexes to copper(I) under ethylene has also been investigated, and computational analyses of the coordination modes have been performed.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Paresh Kumar Majhi, Volker Huch, David Scheschkewitz
Summary: The synthesis and isolation of a stable potassium silagermenide compound with a Si=Ge bond as a suitable synthon for functional silagermenes has been reported. X-ray crystallographic analysis, UV/Vis spectroscopy, and DFT calculations confirmed a significant degree of pi-conjugation between N=C and Si=Ge double bonds in the compound.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Lukas Klemmer, Anna-Lena Thoemmes, Michael Zimmer, Volker Huch, Bernd Morgenstern, David Scheschkewitz
Summary: The study reports thermally induced, transition-metal-free metathesis of unsymmetrically substituted digermenes. The use of tethered auxiliary donors helps stabilize the transient germylene fragments, promoting the metathesis reaction. Density functional theory calculations reveal the thermodynamic driving force of the metathesis and the crucial role of tethered donors in the reaction. The bridged tetragermadiene precursor can also undergo heavier acyclic diene metathesis polymerization, similar to the carbon case, resulting in polydigermene formation.
Review
Chemistry, Multidisciplinary
Yannic Heider, David Scheschkewitz
Summary: This review provides a comprehensive overview of the state of the art in the synthesis of molecular silicon clusters, which are divided into three different categories. It emphasizes the importance of functionalization as a necessary prerequisite for the design and construction of more extended systems.
Article
Chemistry, Multidisciplinary
Paresh Kumar Majhi, Michael Zimmer, Bernd Morgenstern, Volker Huch, David Scheschkewitz
Summary: Transition metal p-allyl complexes play important roles in various catalytic and stoichiometric allylation reactions. In this study, the first transition metal complex of a heavier allylic pi-system was reported, providing insights into the formation process and coordination behavior of the complex.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Paresh Kumar Majhi, Michael Zimmer, Bernd Morgenstern, David Scheschkewitz
Summary: A novel sesquimetallic complex containing a Si2Ge cyclopropene has been synthesized, showing a unique coordination mode where the sigma-component of the Ge = Si double bond acts as both a donor and acceptor, allowing for the formation of a nearly unsupported Si-Ge pi-bond. This complex can be easily modified and substituted with different functional groups, providing access to a variety of nickel complexes with high yields.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Inorganic & Nuclear
Andreas T. Kell, Naim M. Obeid, Prasenjit Bag, Michael Zimmer, Volker Huch, David Scheschkewitz
Summary: The regiodivergent reaction of phenylacetylene with various disilenes and bridged tetrasiladienes was studied, revealing that the regioselectivity of the [2+2] cycloaddition strongly depends on the nature of the substituent R. The presence of catalytic quantities of base suppresses cycloaddition in favor of the formal CH addition of phenylacetylene. Intermediacy of an alkynyl-substituted disilanyl lithium suggests a carbolithiation pathway for the net CH addition.
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
(2021)
Article
Chemistry, Inorganic & Nuclear
Thomas Buettner, Konstantin Weisshaar, Philipp Willmes, Volker Huch, Bernd Morgenstern, Rolf Hempelmann, David Scheschkewitz
Summary: The synthesis of p-methylthio-functionalized disilenes with (oligo)phenylene-linkers of different sizes was reported, with Si-29 NMR and UV/vis data suggesting that the linker-size only moderately affects the Si=Si moiety. Cyclic voltammetry showed an increasing number of reduction events with the number of phenylene rings, clearly associated with the oligo(phenylene) linking unit. Significant differences in the exchange current density of oxidation and reduction reactions were observed between the prepared disilenes using linear sweep voltammetry with a rotating disc electrode.
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
(2021)
Article
Chemistry, Inorganic & Nuclear
Marcel Lambert, Nadine E. Poitiers, Volker Huch, Andrea Goforth, David Scheschkewitz
Summary: The first silicon-carbon hybrid ladderanes with highly distorted ring systems and long silicon-carbon bridgehead bonds were obtained.
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
(2022)
Article
Chemistry, Multidisciplinary
Nadine E. Poitiers, Volker Huch, Bernd Morgenstern, Michael Zimmer, David Scheschkewitz
Summary: This study reports the growth of stable siliconoid clusters through a series of substitution, rearrangement, and reduction reactions with a single germanium atom. The findings are significant for understanding nucleation processes in gaseous and condensed phases.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Polymer Science
Hanna Huebner, Bart-Jan Niebuur, Thomas Buettner, Marcus Koch, Bernd Stuehn, Tobias Kraus, David Scheschkewitz, Markus Gallei
Summary: This study characterizes the self-assembled structures of PDMSB-b-P2VP block copolymer in different solvents and evaluates its response to different solvents and temperatures. The influence of additional solvents, temperature, and ultrasonication on colloidal dispersion is investigated. Additionally, the introduction of surfactants in the solvent evaporation method leads to a plethora of additional colloidal structures.
Article
Chemistry, Inorganic & Nuclear
Marc Hunsicker, Nadine E. Poitiers, Volker Huch, Bernd Morgenstern, Michael Zimmer, David Scheschkewitz
Summary: A new potential model system for silicon monoxide has been synthesized by connecting an unsaturated silicon cluster with a polyhedral silsequioxane cage. The stoichiometry between silicon and oxygen in this model system is 14:12.
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
(2022)
Article
Chemistry, Multidisciplinary
Philipp Dabringhaus, Silja Zedlitz, Luisa Giarrana, David Scheschkewitz, Ingo Krossing
Summary: Schnockel's [(AlCp*)(4)] and Jutzi's [SiCp*][B(C6F5)(4)] are important in modern main-group chemistry with various applications in synthesis and catalysis. However, the reactivity between AlCp* and [SiCp*](+) has not been explored. In this study, their reaction was investigated and complex salts [Cp*Si(AlCp*)(3)][WCA] were obtained. The tetrahedral [SiAl3](+) core not only represents a rare example of a low-valent silicon-doped aluminium-cluster, but also provides a convenient preparative entry towards low-valent Si-Al clusters.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Taiki Imagawa, Luisa Giarrana, Diego M. Andrada, Bernd Morgenstern, Masaaki Nakamoto, David Scheschkewitz
Summary: By a series of addition and reduction reactions, the synthesis of a structurally rare silapyramidane compound was achieved from an amidinate-supported silylene and tetrakis(trimethylsilyl)cyclobutadiene as starting materials. The silapyramidane compound exhibited an unusually shielded 29Si NMR resonance at -448.3 ppm for the apex silicon atom. Treatment of the silapyramidane with Fe2(CO)9 resulted in the formation of the corresponding silapyramidane-iron complex. Moreover, the silapyramidane also underwent a reaction with the cyclobutadiene starting material to afford a fluorescent spirobis(silole) compound.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Philipp Grewelinger, Tim Wiesmeier, Carsten Praesang, Bernd Morgenstern, David Scheschkewitz
Summary: A straightforward synthesis of the first peraryl diboriranide was reported, demonstrating its preference for s-type coordination modes towards main group and transition metal centers. The synthesis involved the preparation of the non-classical diborirane from a readily available 1,2-dichlorodiborane(4) and subsequent conversion to the peraryl diboriranide lithium salt in three steps. Representative complexes with tin, copper, gold, and zinc were prepared and characterized to illustrate the reactivity and complexation behavior of the diboriranide.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Inorganic & Nuclear
Thomas Buettner, Oliver Janka, Volker Huch, Debabrata Dhara, Anukul Jana, David Scheschkewitz
Summary: In this study, a new single source chemical vapor deposition (CVD) method was developed for the synthesis of binary iron-germanium thin films. The technique allows for the preparation of uniform and dense Fe(x)G(e)y films under standard CVD conditions, without the need for harsh conditions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)