The first organocatalytic enantioselective intramolecular 1,5-hydride transfer/ring closure reaction is described. This redox neutral reaction cascade allows for the efficient formation of ring-fused tetrahydroquinolines in high enantioselectivities.
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http://dx.doi.org/10.1021/ja103786c | DOI Listing |
Org Lett
May 2024
Organic Chemistry Department (Módulo 1), Universidad Autónoma de Madrid, Calle Francisco Tomás y Valiente 7, 28049 Madrid, Spain.
Herein, we describe the formation of an electron donor-acceptor (EDA) complex between electron-rich cycloalkanols and electron-deficient alkenes that triggers the proton-coupled electron transfer ring opening of strained and unstrained cycloalkanols without the need for an external photocatalyst. This activation generates a remote alkyl radical that undergoes a Giese reaction with the Michael acceptor in an efficient manner. Mechanistic investigations corroborate both the formation of the EDA complex and the consecutive Giese reaction.
View Article and Find Full Text PDFJ Am Chem Soc
April 2024
Department of Chemistry, Brown University, 324 Brook St., Providence, Rhode Island 02912, United States.
J Phys Chem A
March 2024
School of Environmental and Safety Engineering, North University of China, Taiyuan 030051, PR China.
NHOHN is a novel energetic material (EM) which has attracted much interest for its promising performances, including high energy density, high density, low sensitivity, and low toxicity. In this study, the initial decomposition mechanism of NHOHN crystal was investigated under thermal and shock loading by molecular dynamics simulation. First, programmed heating and constant temperature simulations were carried out by molecular dynamics simulation on the basis of density functional theory (DFT-MD).
View Article and Find Full Text PDFHeliyon
January 2024
College of Environmental Science and Engineering, Ocean University of China, Qingdao 266100, China.
Langmuir
November 2023
School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
Ring-opening metathesis polymerization (ROMP) is a powerful method to graft various types of polymer chains to a given surface. While surface-initiated ROMP (SI-ROMP) serves as an efficient tool for surface modification and is therefore widely reported, the method requires grafting (1) the olefin substrate and (2) the metathesis catalyst to the surface prior to the polymerization with multiple synthetic and work up steps. To overcome this difficulty, we proposed the use of the chain-transfer reaction as an alternative method for surface modification.
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