Synthesis, Characterization, and Electrochemical Studies of PPh3–n(dipp)n (dipp = 2,6-Diisopropylphenyl): Steric and Electronic Effects on the Chemical and Electrochemical Oxidation of a Homologous Series of Triarylphosphines and the Reactivities of the Corresponding Phosphoniumyl Radical Cations

2013 ◽  
Vol 135 (30) ◽  
pp. 11205-11215 ◽  
Author(s):  
John P. Bullock ◽  
Alan M. Bond ◽  
René T. Boeré ◽  
Twyla M. Gietz ◽  
Tracey L. Roemmele ◽  
...  
Keyword(s):  
Electrochemical Oxidation ◽  
Homologous Series ◽  
Radical Cations ◽  
Electrochemical Studies ◽  
Electronic Effects

scholarly journals Substituent Effects on EI-MS Fragmentation Patterns of 5-Allyloxy-1-aryl-tetrazoles and 4-Allyl-1-aryl-tetrazole-5-ones; Correlation with UV-Induced Fragmentation Channels

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3282
Author(s):  
Alina Secrieru ◽  
Rabah Oumeddour ◽  
Maria L. S. Cristiano
Keyword(s):  
Theoretical Calculations ◽  
Substituent Effects ◽  
Radical Cations ◽  
Electronic Effects ◽  
Diverse Range ◽  
The Matrix ◽  
Electron Impact Mass ◽  
Fragmentation Patterns ◽  
Tetrazole Derivatives ◽  
Impact Mass

1,4- and 1,5-disubstituted tetrazoles possess enriched structures and versatile chemistry, representing a challenge for chemists. In the present work, we unravel the fragmentation patterns of a chemically diverse range of 5-allyloxy-1-aryl-tetrazoles and 4-allyl-1-aryl-tetrazolole-5-ones when subjected to electron impact mass spectrometry (EI-MS) and investigate the correlation with the UV-induced fragmentation channels of the matrix-isolated tetrazole derivatives. Our results indicate that the fragmentation pathways of the selected tetrazoles in EI-MS are highly influenced by the electronic effects induced by substitution. Multiple pathways can be envisaged to explain the mechanisms of fragmentation, frequently awarding common final species, namely arylisocyanate, arylazide, arylnitrene, isocyanic acid and hydrogen azide radical cations, as well as allyl/aryl cations. The identified fragments are consistent with those found in previous investigations concerning the photochemical stability of the same class of molecules. This parallelism showcases a similarity in the behaviour of tetrazoles under EI-MS and UV-irradiation in the inert environment of cryogenic matrices of noble gases, providing efficient tools for reactivity predictions, whether for analytical ends or more in-depth studies. Theoretical calculations provide complementary information to articulate predictions of resulting products.

ChemInform Abstract: Cyclization of Enediyne Radical Cations Through Chemical, Photochemical, and Electrochemical Oxidation: The Role of State Symmetry.

ChemInform ◽  
2010 ◽  
Vol 27 (30) ◽  
pp. no-no
Author(s):  
D. RAMKUMAR ◽  
M. KALPANA ◽  
B. VARGHESE ◽  
S. SANKARARAMAN ◽  
M. N. JAGADEESH ◽  
...  
Keyword(s):  
Electrochemical Oxidation ◽  
Radical Cations

Electronic Effects in X(CH2)nY Homologous Series by NMR and Quantum Chemistry

2003 ◽  
Vol 73 (8) ◽  
pp. 1274-1276 ◽  
Author(s):  
V. P. Feshin ◽  
M. G. Voronkov ◽  
P. A. Nikitin ◽  
V. Yu. Vvedenskii
Keyword(s):  
Quantum Chemistry ◽  
Homologous Series ◽  
Electronic Effects

Electronic effects in cyclobutadiene radical cations

1983 ◽  
pp. 893 ◽  
Author(s):  
John L. Courtneidge ◽  
Alwyn G. Davies ◽  
Janusz Lusztyk
Keyword(s):  
Radical Cations ◽  
Electronic Effects

Carotenoid radical cations and dications: EPR, optical, and electrochemical studies

2004 ◽  
Vol 430 (1) ◽  
pp. 49-60 ◽  
Author(s):  
Lowell D. Kispert ◽  
Tatyana Konovalova ◽  
Yunlong Gao
Keyword(s):  
Radical Cations ◽  
Electrochemical Studies

scholarly journals Electrochemical Oxidation and EPR Spectroscopy of Radical Cations of N-Substituted 2,3,4,5-Tetramethylpyrroles.

1998 ◽  
Vol 52 ◽  
pp. 399-406
Author(s):  
Robert Klusák ◽  
Pavel Kubáček ◽  
Domenico C. Cupertino ◽  
Lage Pettersson ◽  
Louisa Barré ◽  
...  
Keyword(s):  
Electrochemical Oxidation ◽  
Epr Spectroscopy ◽  
Radical Cations
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