Publication
Axially Chiral Dibenzazepinones by a Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation
Nicolai Cramer, Matthew Wodrich, Christopher Gordon Newton, Elena Braconi, Jennifer Kuziola
2018
Journal paper
2018
Journal paper
Abstract
Atropo‐enantioselective C−H functionalization reactions are largely limited to the dynamic kinetic resolution of biaryl substrates through the introduction of steric bulk proximal to the axis of chirality. Reported herein is a highly atropo‐enantioselective palladium(0)‐catalyzed methodology that forges the axis of chirality during the C−H functionalization process, enabling the synthesis of axially chiral dibenzazepinones. Computational investigations support experimentally determined racemization barriers, while also indicating C−H functionalization proceeds by an enantio‐determining CMD to yield configurationally stable eight‐membered palladacycles.
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Ontological neighbourhood
Related concepts (7)
Electron configuration
In atomic physics and quantum chemistry, the electron configuration is the distribution of electrons of an atom or molecule (or other physical structure) in atomic or molecular orbitals. For example, the electron configuration of the neon atom is 1s2 2s2 2p6, meaning that the 1s, 2s and 2p subshells are occupied by 2, 2 and 6 electrons respectively. Electronic configurations describe each electron as moving independently in an orbital, in an average field created by all other orbitals.
Palladium
Palladium is a chemical element with the symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1803 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired by her when she slew Pallas. Palladium, platinum, rhodium, ruthenium, iridium and osmium form a group of elements referred to as the platinum group metals (PGMs).
Darmstadtium
Darmstadtium is a chemical element with the symbol Ds and atomic number 110. It is an extremely radioactive synthetic element. The most stable known isotope, darmstadtium-281, has a half-life of approximately 14 seconds. Darmstadtium was first created in 1994 by the GSI Helmholtz Centre for Heavy Ion Research in the city of Darmstadt, Germany, after which it was named. In the periodic table, it is a d-block transactinide element.