Electron-transfer photochemistry of di-tert-butyl nitroxide

1979 ◽  
Vol 101 (7) ◽  
pp. 1904-1906 ◽  
Author(s):  
David Richard Anderson ◽  
Joseph S. Keute ◽  
Harold L. Chapel ◽  
Tad H. Koch
Keyword(s):  
Electron Transfer ◽  
Tert Butyl

scholarly journals Photoinduced electron transfer in 2- tert -butyl-3-(anthracen-9-yl)-2,3-diazabicyclo[2.2.2]octane

2006 ◽  
Author(s):  
Guadalupe Valverde-Aguilar ◽  
Jorge Garcia-Macedo ◽  
Xianghuai Wang ◽  
Jeffrey I. Zink ◽  
Stephen F. Nelsen
Keyword(s):  
Electron Transfer ◽  
Photoinduced Electron Transfer ◽  
Tert Butyl

Oxidative Functionalization of Cyclic N-Arylamines with Nitromethane and TMSCN Using the T-HYDRO/t-BuOK System

Synthesis ◽  
2017 ◽  
Vol 50 (03) ◽  
pp. 617-624 ◽  
Author(s):  
Mariappan Periasamy ◽  
Gunda Rao
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Electron Transfer Process ◽  
Oxidative Functionalization ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Initial Electron ◽  
Tert Butyl Hydroperoxide ◽  
Iminium Ion

Tertiary cyclic N-arylamines react with nitromethane in the presence of the tert-butyl hydroperoxide (T-HYDRO)/t-BuOK system to give β-nitroamines in up to 90% yield. When TMSCN is used in place of nitromethane, α-aminonitriles are obtained in up to 96% yield. The method is suitable for several unactivated cyclic arylamine substrates. These transformations are rationalized considering the formation of the corresponding iminium ion intermediates via an initial electron transfer process.

ChemInform Abstract: ELECTRON-TRANSFER PHOTOCHEMISTRY OF DI-TERT-BUTYL NITROXIDE

1979 ◽  
Vol 10 (27) ◽  
Author(s):  
D. R. ANDERSON ◽  
J. S. KEUTE ◽  
H. L. CHAPEL ◽  
T. H. KOCH
Keyword(s):  
Electron Transfer ◽  
Tert Butyl

ChemInform Abstract: ONE-ELECTRON TRANSFER IN REACTIONS OF ORGANOMERCURY COMPOUNDS WITH DI-TERT.-BUTYL-SUBSTITUTED O-QUINONE

1974 ◽  
Vol 5 (18) ◽  
Author(s):  
G. A. ABAKUMOV ◽  
E. N. GLADYSHEV ◽  
N. S. VYAZANKIN ◽  
G. A. RAZUVAEV ◽  
P. Y. BAYUSHKIN ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Tert Butyl ◽  
Organomercury Compounds

Elektronentransfer und Ionenpaar-Bildung, 8 [1] 107,109Ag ENDOR-Kopplungen und Redox-Verhalten des Radikal-Kontaktionenpaares aus Bis(triphenyIphosphino)silber(I)-Kation und 3,5-Di(tert-butyl)-o-benzosemichinon-Anion / Electron Transfer and Ion Pairing, 8 [1] 107'109Ag ENDOR Couplings and Redox Behaviour of the Radical Contact Ion Pair from Bis(triphenylphosphino)silver(I) Cation and 3,5-Di(tert-butyl)-o-benzosemiquinone Anion

1988 ◽  
Vol 43 (10) ◽  
pp. 1247-1252 ◽  
Author(s):  
H Bock ◽  
B Hierholzer ◽  
D Jaculi
Keyword(s):  
Electron Transfer ◽  
Cyclic Voltammetry ◽  
Ion Pairing ◽  
Ion Pair ◽  
Redox Behaviour ◽  
Tert Butyl ◽  
Silver Salts ◽  
Contact Ion Pair ◽  
First Time

For the first time, 107,109Ag ENDOR measurements in solution are reported. In addition, the formation of the known paramagnetic contact ion pair [Ag⊕(PR3)2(R2H2C6O2·⊖] on reduction of 3,5-di(tert-butyl)-o-benzoquinone in THF solution containing soluble silver salts and triphenylphosphine is studied by cyclic voltammetry.

Products from photochemical reactions and electrochemical oxidation of methylenecyclopropane

1997 ◽  
Vol 75 (12) ◽  
pp. 1795-1809 ◽  
Author(s):  
H.J.P. de Lijser ◽  
T. Stanley Cameron ◽  
Donald R. Arnold
Keyword(s):  
Electron Transfer ◽  
Ionization Potential ◽  
Radical Cation ◽  
Photoinduced Electron Transfer ◽  
Nucleophilic Addition ◽  
Major Product ◽  
Oxidation Potential ◽  
Photochemical Reactions ◽  
Tert Butyl ◽  
Adiabatic Ionization Potential

The reactivity of methylenecyclopropane (MCP, 1) and its radical cation (1+•) have been studied in the presence and absence of a nucleophile (methanol). Photochemical reactions of 1 in the presence of an electron-acceptor (1,4-dicyanobenzene, 6) and a codonor (biphenyl, 7) in acetonitrile (with and without methanol present) or chloroform lead to cycloadditions (ortho, meta, and para; products 12–17) rather than products from photoinduced electron transfer (PET). Based on the measured (cyclic voltammetry, CV) oxidation potential, using the Weller equation, electron transfer (ET) was predicted to occur. It was shown that the measured oxidation potential of 1 represents the adiabatic ionization potential. For PET processes the value for the vertical ionization potential must be used. Electrochemical (EC) generation of 1+• without a nucleophile present results in the formation of one major product: tert-butyl acetamide (25). A series of rearrangements leading to the tert-butyl cation is proposed. Addition of a nucleophile (methanol) to the mixture leads to the formation of 3-methoxy-2-(methoxymethyl)-1-propene (26). This product may arise from trapping of the initially formed ring-opened (trimethylenemethane) radical cation (1a+•), which undergoes a second oxidation and nucleophilic addition (ECE). Keywords: methylenecyclopropane, radical cation, photochemistry, electrochemistry, photocycloaddition.

Sign in / Sign up

Export Citation Format

Share Document