Milan Gembický
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View article: Vertex Engineering of the Dodecaborate-Based Broadband Membrane Carriers
Vertex Engineering of the Dodecaborate-Based Broadband Membrane Carriers Open
The cytosolic delivery of hydrophilic cargo across live cell membranes can be challenging and common undesirable effects include membrane damage, cell death, and endosomal entrapment of cargo. Densely halogenated boron clusters have been r…
View article: Bidirectional Modification of a <i>Galbulimima</i> Alkaloid Identifies Selective Opioid Ligands
Bidirectional Modification of a <i>Galbulimima</i> Alkaloid Identifies Selective Opioid Ligands Open
We report a bidirectional diversification and optimization campaign of the newly identified mu- and kappa-opioid receptor antagonist GB18, a naturally occurring Galbulimima alkaloid. First, we find that replacement of the GB18 piperidine w…
View article: Decagram-scale synthesis of GB13, a Galbulimima alkaloid precursor
Decagram-scale synthesis of GB13, a Galbulimima alkaloid precursor Open
The Galbulimima alkaloids affect nervous system function in mammals but have proven challenging to study and optimize due to their low and variable abundance in plant matter. Here, we synthesized 12.97 g of the alkaloid GB13 to investigate…
View article: Carboranes with Exopolyhedral Boron-Tetrel Bonds
Carboranes with Exopolyhedral Boron-Tetrel Bonds Open
The development of main group element species for use in chemical spaces is dependent on the continued diversification of stable and tunable substituents to leverage reactivity at these non transition metal centers. In this work we introdu…
View article: Bidirectional modification of a Galbulimima alkaloid identifies selective opioid ligands
Bidirectional modification of a Galbulimima alkaloid identifies selective opioid ligands Open
We report a bidirectional diversification and optimization campaign of the newly identified mu- and kappa-opioid receptor antagonist GB18, a naturally occurring Galbulimima alkaloid. First, we find that replacement of the GB18 piperidine w…
View article: A Crystalline Annelated Pyridin-1-ylidene and Its Isomerization into a Pyridin-3-ylidene
A Crystalline Annelated Pyridin-1-ylidene and Its Isomerization into a Pyridin-3-ylidene Open
An isolable ring-fused pyridinylidene (a so-called Hammick intermediate) was synthesized from a benzo[h]isoquinolinium salt, and its structure in the solid state was determined. The isolation of this first-of-its-kind pyridine-derived arom…
View article: Singlet Carbenes Are Stereoinductive Main Group Ambiphiles
Singlet Carbenes Are Stereoinductive Main Group Ambiphiles Open
Stereogenic units are a critical source of molecular complexity, but their stereoselective formation via main group ambiphiles─which are suitable for derivatizing a wide scope of functionalities─is largely unexplored. Herein, using chiral …
View article: Utilizing Single-Crystalline Transformations for Precise Atom Placement in Multicomponent Cluster-Based Coordination Networks
Utilizing Single-Crystalline Transformations for Precise Atom Placement in Multicomponent Cluster-Based Coordination Networks Open
The controlled integration of multiple components remains a significant challenge in the design of complex materials. Here, we present a strategy for synthesizing polyoxometalate (POM)-based coordination networks with up to three different…
View article: Electron-Donating <i>para</i>-Substituent (X) Enhances the Water Oxidation Activity of the Catalyst Ru(4′-X-terpyridine)(phenanthroline-SO<sub>3</sub>)<sup>+</sup>
Electron-Donating <i>para</i>-Substituent (X) Enhances the Water Oxidation Activity of the Catalyst Ru(4′-X-terpyridine)(phenanthroline-SO<sub>3</sub>)<sup>+</sup> Open
Recently, our group has developed a Ru-based water oxidation catalyst (WOC) with pendant sulfonate (1, Ru(4'-X-terpyridine)(phenanthroline-SO3)OTf (X = H, 1a) that shows high activity under both sacrificial oxidant (CAN, Ce(NH4)2(NO3)6, Ce…
View article: Electroreduction-Driven Formation and Connectivity of Polyoxometalate Coordination Networks
Electroreduction-Driven Formation and Connectivity of Polyoxometalate Coordination Networks Open
We present the synthesis of metal oxide coordination networks based on Preyssler-type polyoxoanions ([NaP5W30O110]14- and [NaP5MoW29O110]14-) bridged with metal-aquo complexes ([M(H2O)n]m+, Mm+ = Co2+, Ni2+, Zn2+, Y3+), induced by electroc…
View article: Harnessing Multi‐Center‐2‐Electron Bonds for Carbene Metal‐Hydride Nanocluster Catalysis
Harnessing Multi‐Center‐2‐Electron Bonds for Carbene Metal‐Hydride Nanocluster Catalysis Open
N ‐Heterocyclic carbene (NHC) ligands possess the ability to stabilize metal‐based nanomaterials for a broad range of applications. With respect to metal‐hydride nanomaterials, however, carbenes are rare, which is surprising if one conside…
View article: Synthesis, Structure, Frontier Orbitals and Reactivity of Ph<sub>3</sub>GeN(SiMe<sub>3</sub>)<sub>2</sub>: Rare Crystal Structure of a Germylamine
Synthesis, Structure, Frontier Orbitals and Reactivity of Ph<sub>3</sub>GeN(SiMe<sub>3</sub>)<sub>2</sub>: Rare Crystal Structure of a Germylamine Open
The germylamine Ph 3 GeN(SiMe 3 ) 2 was synthesized from Ph 3 GeCl and LiN(SiMe) 2 and its X‐ray crystal structure was determined. This structure represents only the fourth crystallographically characterized germylamine that has been repor…
View article: Desulfurization of isothiocyanates by a divalent germanium amide
Desulfurization of isothiocyanates by a divalent germanium amide Open
A germanium( ii ) amide abstracts a sulfur atom from isothiocyanates.
View article: Anomeric Nitroamide Enabled, Cobalt Catalyzed Alkene Hydronitration
Anomeric Nitroamide Enabled, Cobalt Catalyzed Alkene Hydronitration Open
Tertiary nitroalkanes, as well as its reduced products, α-tertiary amines, play an essential role in drug discovery either as key synthetic precursors or final incorporation in targeted molecules. Existing methods to prepare tertiary nitro…
View article: Harnessing Multi-Center-2-Electron Bonds for Carbene Metal–Hydride Nanocluster Catalysis
Harnessing Multi-Center-2-Electron Bonds for Carbene Metal–Hydride Nanocluster Catalysis Open
N-Heterocyclic carbene (NHC) ligands possess the ability to stabilize metal-based nanomaterials for a broad range of applications. With respect to metal–hydride nanomaterials, however, carbenes are rare, which is surprising if one consider…
View article: Palladium Bisphosphine Mono-Oxide Complexes: Synthesis, Scope, Mechanism, and Catalytic Relevance
Palladium Bisphosphine Mono-Oxide Complexes: Synthesis, Scope, Mechanism, and Catalytic Relevance Open
Recent studies in transition metal catalysis employing chelating phosphines have suggested a role for partial ligand oxidation in formation of the catalytically active species, with potentially widespread relevance in a number of cata-lyti…
View article: Genuine carbene versus carbene‐like reactivity
Genuine carbene versus carbene‐like reactivity Open
Singlet carbenes are not always isolable and often even elude direct detection. When they escape observation, their formation can sometimes be evidenced by in situ trapping experiments. However, is carbene‐like reactivity genuine evidence …
View article: Genuine carbene versus carbene‐like reactivity
Genuine carbene versus carbene‐like reactivity Open
Singlet carbenes are not always isolable and often even elude direct detection. When they escape observation, their formation can sometimes be evidenced by in situ trapping experiments. However, is carbene‐like reactivity genuine evidence …
View article: Pd(COD)(DQ): A Stable, Versatile, and Monometallic Palladium(0) Source for Organometallic Synthesis and Catalysis
Pd(COD)(DQ): A Stable, Versatile, and Monometallic Palladium(0) Source for Organometallic Synthesis and Catalysis Open
Pd(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone) is a robust, air-stable, and well-defined 18-electron Pd(0)–olefin complex first synthesized by Sakai et al. in 1983. Herein, we describe an operationally convenient synthetic procedure …
View article: Dipolar Coupling as a Mechanism for Fine Control of Magnetic States in ErCOT-Alkyl Molecular Magnets
Dipolar Coupling as a Mechanism for Fine Control of Magnetic States in ErCOT-Alkyl Molecular Magnets Open
The design of molecular magnets has progressed greatly by taking advantage of the ability to impart successive perturbations and control vibronic transitions in 4fn systems through the careful manipulation of the crystal field. Herein, we …
View article: A carbene-stabilized diphosphorus: a triple-bonded diphosphorus (PP) and a bis(phosphinidene) (P–P) transfer agent
A carbene-stabilized diphosphorus: a triple-bonded diphosphorus (PP) and a bis(phosphinidene) (P–P) transfer agent Open
The bis-monosubstituted aminocarbene-P 2 adduct is a generator of P 2 , under the classical triple-bonded form (PP), but it also acts as a bis(phosphinidene) (P–P) synthetic equivalent.
View article: CCDC 2308825: Experimental Crystal Structure Determination
CCDC 2308825: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2303679: Experimental Crystal Structure Determination
CCDC 2303679: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Exploring the Versatility of the Amidation of Aryl Acid Fluorides using the Germylamines R<sub>3</sub>GeNMe<sub>2</sub>
Exploring the Versatility of the Amidation of Aryl Acid Fluorides using the Germylamines R<sub>3</sub>GeNMe<sub>2</sub> Open
The formation of amide bonds is an important process since this linkage is an essential component in proteins, pharmaceuticals, and other medicinally and biologically significant molecules. Recently, it was demonstrated that germylamines R…
View article: CCDC 685396: Experimental Crystal Structure Determination
CCDC 685396: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 685403: Experimental Crystal Structure Determination
CCDC 685403: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2300172: Experimental Crystal Structure Determination
CCDC 2300172: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2267007: Experimental Crystal Structure Determination
CCDC 2267007: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2245611: Experimental Crystal Structure Determination
CCDC 2245611: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …