Nucleophilic substitution reactions by electron transfer

RA Rossi, AB Pierini, AB Peñéñory - Chemical reviews, 2003 - ACS Publications
The available mechanisms to achieve nucleophilic substitution vary greatly, depending on
the substrate, the nucleophile, and the reaction conditions. In the aliphatic family the …

Formation of C60 Adducts with Two Different Alkyl Groups via Combination of Electron Transfer and SN2 Reactions

S Fukuzumi, T Suenobu, T Hirasaka… - Journal of the …, 1998 - ACS Publications
The formation of organofullerenes of the type R2C60 and R (R ') C60 from C602-and alkyl
halides (RX or R 'X) in benzonitrile was mechanistically investigated for 15 different alkyl …

Formation and cleavage of aromatic disulfide radical anions

S Antonello, K Daasbjerg, H Jensen… - Journal of the …, 2003 - ACS Publications
The electron transfer (ET) to a series of para-substituted diaryl disulfides, having the general
formula (X− C6H4S−) 2, has been studied. The X groups were selected as to have a …

Application of a new kinetic method in the investigation of cleavage reactions of haloaromatic radical anions

RJ Enemærke, TB Christensen, H Jensen… - Journal of the …, 2001 - pubs.rsc.org
A simple kinetic method based on competition kinetics is presented for the measurement of
cleavage rate constants of radical anions over the range of 107− 5× 109 s− 1 in aprotic …

On electron transfer in aliphatic nucleophilic substitution

H Lund, K Daasbjerg, T Lund… - Accounts of chemical …, 1995 - ACS Publications
Aliphatic nucleophilic substitution is one of the most investigated reactions in organic
chemistry. In text-books on organic chemistry, mechanisms are described for this reaction …

Electron transfer in organic reactions

M Patz, S Fukuzumi - Journal of physical organic chemistry, 1997 - Wiley Online Library
Most organic bond‐forming reactions can be described as nucleophile–electrophile
combinations. For many of these reactions there have been discussions as to whether the …

A single transition state serves two mechanisms: an ab initio classical trajectory study of the electron transfer and substitution mechanisms in reactions of ketyl radical …

V Bakken, D Danovich, S Shaik… - Journal of the American …, 2001 - ACS Publications
Molecular dynamics has been used to investigate the reaction of a series of ketyl anion
radicals and alkyl halides, CH2O•-+ CH3X (X= F, Cl, Br) and NCCHO•-+ CH3Cl. In addition …

Intramolecular, intermolecular, and heterogeneous nonadiabatic dissociative electron transfer to peresters

S Antonello, F Formaggio, A Moretto… - Journal of the …, 2001 - ACS Publications
The electron transfer to peresters was studied by electrochemical means in N, N-
dimethylformamide. The reduction was carried out by three independent methods:(i) …

[PDF][PDF] Estimation of reduction and standard potentials of some allyl and substituted alkyl radicals

D Occhialini, JS Kristensen, K Daasbjerg… - Acta Chem …, 1992 - researchgate.net
Anion radicals of aromatic compounds react with alkyl halides by dissociative electron
transfer; the radicals thus formed may either couple with the anion radicals or may be …

Dependence of Intramolecular Dissociative Electron Transfer Rates on Driving Force in Donor− Spacer− Acceptor Systems

S Antonello, F Maran - Journal of the American Chemical Society, 1998 - ACS Publications
The voltammetric reduction of a series of phenyl-substituted 4-benzoyloxy-1-
methylcyclohexyl bromides has been investigated in DMF. The reduction leads to the …