Stable Subporphyrin meso -Aminyl Radicals without Resonance Stabilization by a Neighboring Heteroatom

2017 ◽  
Vol 129 (26) ◽  
pp. 7543-7547 ◽  
Author(s):  
Daiki Shimizu ◽  
Ko Furukawa ◽  
Atsuhiro Osuka
Keyword(s):  
Aminyl Radicals ◽  
Resonance Stabilization

scholarly journals Resonance Stabilization Study of Some Fullerenes Cn(20 ≤ n ≤ 88): Is n = 32 a ‘Magic’ Number?

1999 ◽  
Vol 23 (1) ◽  
pp. 52-53
Author(s):  
Mansour Zahedi ◽  
Mohammed Al-Kobaisi (Latif)
Keyword(s):  
Mass Spectrum ◽  
Molecular Orbital ◽  
Magic Number ◽  
Resonance Stabilization ◽  
Orbital Approximation ◽  
Orbital Axis

A π-orbital axis vector (POAV) analysis used in Hückel molecular orbital approximation calculations indicates that the cutoff in the fullerene mass spectrum at C n ( n = 32) must naturally occur with no need to define a ‘magic’ number.

scholarly journals Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1615
Author(s):  
Amy Boylan ◽  
Thien S. Nguyen ◽  
Brian J. Lundy ◽  
Jian-Yuan Li ◽  
Ravikrishna Vallakati ◽  
...  
Keyword(s):  
Positive Charge ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Reaction Rates ◽  
Boronic Acids ◽  
Key Factors ◽  
Resonance Contribution ◽  
Reaction Conditions ◽  
Resonance Effects ◽  
Resonance Stabilization

Two key factors bear on reaction rates for the conjugate addition of alkenyl boronic acids to heteroaryl-appended enones: the proximity of inductively electron-withdrawing heteroatoms to the site of bond formation and the resonance contribution of available heteroatom lone pairs to stabilize the developing positive charge at the enone β-position. For the former, the closer the heteroatom is to the enone β-carbon, the faster the reaction. For the latter, greater resonance stabilization of the benzylic cationic charge accelerates the reaction. Thus, reaction rates are increased by the closer proximity of inductive electron-withdrawing elements, but if resonance effects are involved, then increased rates are observed with electron-donating ability. Evidence for these trends in isomeric substrates is presented, and the application of these insights has allowed for reaction conditions that provide improved reactivity with previously problematic substrates.

5-Exoversus 6-EndoCyclization of Primary Aminyl Radicals:  An Experimental and Theoretical Investigation

2007 ◽  
Vol 72 (26) ◽  
pp. 10231-10234 ◽  
Author(s):  
Feng Liu ◽  
Kun Liu ◽  
Xinting Yuan ◽  
Chaozhong Li
Keyword(s):  
Theoretical Investigation ◽  
Aminyl Radicals

Probing the diastereoselectivity in the cyclization of cationic aminyl radicals

1999 ◽  
Vol 10 (21) ◽  
pp. 4091-4094 ◽  
Author(s):  
Martin Hemmerling ◽  
Åsa Sjöholm ◽  
Peter Somfai
Keyword(s):  
Aminyl Radicals

Resonance stabilization of α-ferrocenyl carbonium ions

1965 ◽  
Vol 6 (18) ◽  
pp. 1295-1302 ◽  
Author(s):  
J.C. Ware ◽  
T.G. Traylor
Keyword(s):  
Carbonium Ions ◽  
Resonance Stabilization
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