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Electronic Desymmetrization of Cu(μ-E) Clusters (E = S, Se) Induced by Edge-to-Face π-Stacking Interactions in the Second Coordination Sphere.
Inorg Chem
December 2024
Department of Chemistry, University of Illinois-Chicago, Chicago, Illinois 60607, United States.
A pair of cyclophane-encapsulated [Cu(μ-E)] complexes (E = S and Se) were characterized by resonant X-ray diffraction anomalous fine structure (DAFS), revealing unexpected polarization among the three Cu sites attributed to long-range effects of π-stacking interactions with cocrystallized benzene molecules. The resonant K-edge energies of individual Cu sites within the cluster molecules were found to vary as a function of distance from the cocrystallized benzene. This pattern was interpreted in the context of T-shaped, edge-to-face π-stacking with the assistance of theoretical charge density difference calculations.
View Article and Find Full Text PDFPolyaromatic Cyclophanes Design and their Related Optical Properties.
ChemistryOpen
December 2024
Université Paris-Saclay, CEA, List, F-91120, Palaiseau, France.
In this article, we present several organic synthetic way to synthesize a family of five polyaromatic molecules based on a cyclophane core. Our strategies revolves around palado-catalyzed substitution on a [2.2]paracyclophane (pCp) building block.
View Article and Find Full Text PDFDiastereoselective Anomeric C(sp)-H Cyclization Towards the Design of New Cyclophane-Braced Glycopeptides.
Angew Chem Int Ed Engl
November 2024
Université Paris-Saclay, CNRS, BioCIS, 91400, Orsay, France.
Here we report a macrocyclization route towards the synthesis of glycophane peptides by a selective C-H arylation of the anomeric bond. This approach demonstrates the power of Pd-catalysis C-H activation to access unusual cyclic peptides.
View Article and Find Full Text PDFRadical SAM cyclophane synthases catalyze C-C, C-N, and C-O crosslinking reactions in the biosynthesis of bioactive peptide natural products. Here, we studied an uncharacterized rSAM enzyme, HtkB from sp., and found this enzyme to catalyze the formation of a HisC2-to-LysCβ crosslink.
View Article and Find Full Text PDFHighly Strained, Fully π-Conjugated Porphyrin Cyclophanes: Template-free Synthesis and Global Aromaticity.
Angew Chem Int Ed Engl
October 2024
Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore.
Article Synopsis
- The study focuses on creating porphyrin-based nanohoops, rings, and cages, which are difficult to synthesize but have desirable properties.
- The authors describe a template-free method to synthesize a unique bithiophene-bridged porphyrin cyclophane, revealing its strained structure and electronic characteristics through X-ray analysis.
- The resulting compounds exhibit interesting aromatic properties and reactivity, with the dication being globally aromatic and able to relieve strain through nucleophilic addition with chloride.
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