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β-C-H bond functionalization of ketones and esters by cationic Pd complexes.
Nature
January 2025
Department of Chemistry, The Scripps Research Institute, La Jolla, CA, USA.
C-H activation is the most direct way of functionalizing organic molecules. Many advances in this field still require specific directing groups to achieve the necessary activity and selectivity. Developing C-H activation reactions directed by native functional groups is essential for their broad application in synthesis.
View Article and Find Full Text PDFIsomerization, Protonation, and Hydrolysis Properties of Naphthalimide-Containing Spiropyran in Aqueous Media.
J Phys Chem B
September 2024
Research Center for Solar Energy Chemistry and Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University, Toyonaka 560-8531, Japan.
Synthesis of spiropyrans exhibiting ring-opening/closing isomerization driven by external stimuli is a challenging subject for the development of molecular sensors. A napthalimide-containing spiropyran () promotes rapid isomerization between the spirocyclic (SP) form and ring-opened merocyanine (MC) form by the change in solvent polarity even under the dark condition at room temperature. In this work, the effect of water on the isomerization behavior of was studied.
View Article and Find Full Text PDFRobust, scalable, and highly selective spirocyclic catalysts for industrial hydroformylation and isomerization-hydroformylation.
Sci Adv
July 2024
Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.
Hydroformylation (HF) or isomerization-hydroformylation (ISO-HF) represents the most direct and practical route for producing aldehydes on an industrial scale. To resolve the issues of low activity, low linear/branched () ratio, and low stability in HF and ISO-HF, we herein reported a class of spirocyclic diphosphites. Notably, the ligand termed -SDPhite afforded excellent catalytic activity and regioselectivity for the HF of various olefins.
View Article and Find Full Text PDFRedox- and Charge-State Dependent Trends in 5, 6, and 7-Membered Boron Heterocycles: A Neutral Ligand Coordination Chemistry Approach to Boracyclic Cations, Anions, and Radicals.
Acc Chem Res
May 2024
Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Building 18-596, Cambridge, Massachusetts 02139-4307, United States.
ConspectusBoron heterocycles represent an important subset of heteroatom-incorporated rings, attracting attention from organic, inorganic, and materials chemists. The empty p orbital at the boron center makes them stand out as quintessential Lewis acidic molecules, also serving as a means to modulate electronic structure and photophysical properties in a facile manner. As boracycles are ripe for extensive functionalization, they are used in catalysis, chemical biology, materials science, and continue to be explored as chemical synthons for conjugated materials and reagents.
View Article and Find Full Text PDFNon-native Intramolecular Radical Cyclization Catalyzed by a B -Dependent Enzyme.
Angew Chem Int Ed Engl
December 2023
Department of Chemistry, Indiana University, Bloomington, IN 47405, USA.
Despite the unique reactivity of vitamin B and its derivatives, B -dependent enzymes remain underutilized in biocatalysis. In this study, we repurposed the B -dependent transcription factor CarH to enable non-native radical cyclization reactions. An engineered variant of this enzyme, CarH*, catalyzes the formation γ- and δ-lactams through either redox-neutral or reductive ring closure with marked enhancement of reactivity and selectivity relative to the free B cofactor.
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