906565-55-7Relevant academic research and scientific papers
A Synthetic Model of Enzymatic [Fe4S4]-Alkyl Intermediates
Brown, Alexandra C.,Suess, Daniel L. M.,Thompson, Niklas B.,Ye, Mengshan
supporting information, (2019/09/06)
Although alkyl complexes of [Fe4S4] clusters have been invoked as intermediates in a number of enzymatic reactions, obtaining a detailed understanding of their reactivity patterns and electronic structures has been difficult owing to
Shape-Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry
Lauer, Jochen C.,Zhang, Wen-Shan,Rominger, Frank,Schr?der, Rasmus R.,Mastalerz, Michael
, p. 1816 - 1820 (2018/01/22)
The synthesis of shape-persistent organic cage compounds is often based on the usage of multiple dynamic covalent bond formation (such as imines) of readily available precursors. By careful choice of the precursors geometry, the geometry and size of the resulting cage can be accurately designed and indeed a number of different geometries and sizes have been realized to date. Despite of this fact, little is known about the precursors conformational rigidity and steric preorganization of reacting functional groups on the outcome of the reaction. Herein, the influence of conformational rigidity in the precursors on the formation of a [4+4] imine cage with truncated tetrahedral geometry is discussed.
Uranyl ion coordination with rigid aromatic carboxylates and structural characterization of their complexes
Sather, Aaron C.,Berryman, Orion B.,Moore, Curtis E.,Rebek, Julius
supporting information, p. 6379 - 6381 (2013/08/23)
Uranyl complexes of rigid aromatic carboxylates were synthesized and their solid-state structures characterized by X-ray crystallography. The new ligands create cavities lined with endohedral functions to encapsulate the uranyl ion.
Chiral diaminopyrrolic receptors for selective recognition of mannosides, Part 1: Design, synthesis, and affinities of second-generation tripodal receptors
Nativi, Cristina,Francesconi, Oscar,Gabrielli, Gabriele,Vacca, Alberto,Roelens, Stefano
body text, p. 4814 - 4820 (2011/05/15)
A new generation of chiral tripodal receptors for recognition of carbohydrates, featuring trans-1,2-diaminocyclohexane as a key structural element, and their recognition properties toward a set of glycosides of biologically relevant monosaccharides is des
A chiral pyrrolic tripodal receptor enantioselectively recognizes β-mannose and β-mannosides
Arda, Ana,Vnturi, Chiara,Nativi, Cristina,Francesconi, Oscar,Gabrielli, Gabriele,Javier Canada,Jimenez-Barbero, Jesus,Roelens, Stefano
supporting information; experimental part, p. 414 - 418 (2010/06/13)
The prototype of a new family of chiral receptors based on a tripodal scaffold and featuring pyrrolic binding arms containing the trans-1,2- diaminocyclohexane motif, was reported. A cage endowed with a somewhat enlarged cavity was designed, in the belief that fine-tuning of the cage size would lead to a significantly improved affinity even in more polar media. Reaction of the trialdehyde 4 with the mono-BOC-protected diamine 2, followed by reduction of the resulting Schiff base and subsequent deprotection of the amino groups, yielded the tripodal hexaamine 5, which was condensed with pyrrole-2,5- dicarbaldehyde under the conditions used for preparing the bicyclic receptor 1. A preliminary screening indicated that, while Glc, Gal, and GlcNAc were moderately bound, strong recognition occurred with mannosides. βMannose was also extracted in benzene, though to a lesser extent (10%), and αMannose could not be detected.
The advantage of covalent capture in the combinatorial screening of a dynamic library for the detection of weak interactions
Martin, Marco,Gasparini, Giulio,Graziani, Matteo,Prins, Leonard J.,Scrimin, Paolo
experimental part, p. 3858 - 3866 (2010/09/05)
In this paper we address the advantage of screening a dynamic library by covalent capture in comparison with an approach in which the target is not covalently bound to the molecular receptor. The aim is the selection of recognition units for the binding of an anion (or polyanion) by relatively weak binding interactions, a situation typically found in supramolecular chemistry. To compare the two approaches, two model systems have been studied both based on the functionalization of a molecular platform, by reversible imine formation. In the case of the noncovalently bound substrate, the platform P1 is a trisubstituted benzene unit, 2,4,6-trimethylbenzene-1,3,5-tricarbaldehyde, to select: three recognition arms for the binding of the trisodium salt of benzene-1,3,5tricarboxylate. For the covalent-capture-based approach the platforms P2 and P4 are benzene derivatives with a tethered phosphonate target (tetrabutylammonium 2-formylphenyl ethylphosphonate) for the selection of a single recognition unit. The library of recognition elements comprises phenyl and ammonium-functionalized amines. We show that the selection of recognition units for the binding of the substrate with weak to medium, binding constants may encounter, by using a noncovalently bound substrate, serious problems. This is because the best conditions for the amplification of the library, that is, a large excess of variable recognition elements and target, lead also to competitive binding of the elements not bound to the platform, with the target. This may result in negligible amplification of the best-fit members of the library. In contrast, upon tethering the target to the platform and using the covalent-capture strategy for the selection of the recognition elements, significant amplification is observed, even for systems with much lower binding constants. Although competition with excess recognition units may also become an issue in the case of the tethered target, there is a way to overcome the problem by working at low concentrations.
Remote asymmetric induction about a crowded aromatic core
Lampkins, Andrew J.,Abdul-Rahim, Osama,Castellano, Ronald K.
, p. 5815 - 5818 (2007/10/03)
Described are among the first highly diastereoselective, one-pot organometallic addition and hydride reduction reactions (>95% de) involving three symmetry-equivalent carbonyl centers, each that bears a 1,5-relationship to its nearest neighbor. Three-fold
