3376-24-7Relevant articles and documents
Janzen,Evans
, p. 8205 (1973)
Chalfont et al.
, p. 401,402,403 (1970)
Control of methyl methacrylate radical polymerization via Enhanced Spin Capturing Polymerization (ESCP)
Zang, Lin,Wong, Edgar H.H.,Barner-Kowollik, Christopher,Junkers, Thomas
, p. 3821 - 3825 (2010)
The nitrone mediated polymerization of methyl methacrylate (MMA) via the enhanced (termination) spin capturing polymerization (ESCP) process is made possible via the addition of small amounts of styrene (between 5 and 10 vol.%) to the reaction mixture. Efficient control over the molecular weight between 7000 and 57,000 g mol-1 (at 60 °C) yields macromolecules that feature a mid-chain alkoxyamine functionality and are rich in methyl methacrylate. The collated kinetic and molecular weight data allow for a deduction of the spin capturing constant, CSC, in the range between 0.15 and 0.30. During the ESCP process, the number average molecular weight, Mn, of the formed mid-chain functional polymer is constant up to high monomer to polymer conversions (i.e. 80%). The high degree of alkoxyamine mid-chain functionality present in the generated polymeric material is evidenced via a subsequent nitroxide-mediated polymerization process employing the formed ESCP polymer, indicating a chain extension from 37,700 to 118,000 g mol-1 with a concomitant reduction in polydispersity (from 2.3 to 1.5).
Weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis
Park, Jin,Park, Sehoon,Jang, Gwang Seok,Kim, Ran Hui,Jung, Jaehoon,Woo, Sang Kook
, p. 9995 - 9998 (2021/10/06)
The selective rearrangement of oxaziridines to amidesviaa single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.
S -Tetrazine: Robust and Green Photoorganocatalyst for Aerobic Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones
Allain, Clémence,Audebert, Pierre,Claraz, Aurélie,Le, Tuan,Lyu, Jiyuan,Masson, Géraldine
supporting information, (2021/12/06)
Efficient photocatalytic aerobic oxidative dehydrogenation reactions of N,N-disubstituted hydroxylamines to nitrones were developed with an in situ generated photocatalyst based on commercially available 3,6-dichlorotetrazine. This process affords a wide range of nitrones in high yields under mild conditions. In addition, an oxidative (3+3) cycloaddition between an oxyallyl cation precursor and a hydroxylamine was also developed.