Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics

Oleg A. Levitskiy; Alexey V. Bogdanov; Tatiana V. Magdesieva

doi:10.1016/j.mencom.2024.09.016

Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics

Oleg A. Levitskiy, Alexey V. Bogdanov, Tatiana V. Magdesieva^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

A new approach to stabilization of the reduced state of nitroxides in solution is suggested. Thermodynamic stabilization of the strongly basic aminoxyl anions toward protonation and hydrogen bond formation with the solvent was achieved by intramolecular n → π* interactions. A new stable nitroxide radical bearing ortho-acyl group was synthesized to demonstrate this effect by means of cyclic voltammetry.

Original language	English
Pages (from-to)	676-679
Number of pages	4
Journal	Mendeleev Communications
Volume	34
Issue number	5
DOIs	https://doi.org/10.1016/j.mencom.2024.09.016
Publication status	Published - 1 Sept 2024
Externally published	Yes

All Science Journal Classification (ASJC) codes

General Chemistry

Access to Document

10.1016/j.mencom.2024.09.016

Cite this

@article{9437ca2308e24180a8461480b485ae81,

title = "Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics",

abstract = "A new approach to stabilization of the reduced state of nitroxides in solution is suggested. Thermodynamic stabilization of the strongly basic aminoxyl anions toward protonation and hydrogen bond formation with the solvent was achieved by intramolecular n → π* interactions. A new stable nitroxide radical bearing ortho-acyl group was synthesized to demonstrate this effect by means of cyclic voltammetry.",

author = "Levitskiy, {Oleg A.} and Bogdanov, {Alexey V.} and Magdesieva, {Tatiana V.}",

note = "Publisher Copyright: {\textcopyright} 2024",

year = "2024",

month = sep,

day = "1",

doi = "10.1016/j.mencom.2024.09.016",

language = "English",

volume = "34",

pages = "676--679",

journal = "Mendeleev Communications",

issn = "0959-9436",

publisher = "Elsevier B.V.",

number = "5",

}

TY - JOUR

T1 - Competition between n → π* interactions and H-bonding

T2 - a way to stabilize aminoxyl anions and to improve electron transfer kinetics

AU - Levitskiy, Oleg A.

AU - Bogdanov, Alexey V.

AU - Magdesieva, Tatiana V.

PY - 2024/9/1

Y1 - 2024/9/1

N2 - A new approach to stabilization of the reduced state of nitroxides in solution is suggested. Thermodynamic stabilization of the strongly basic aminoxyl anions toward protonation and hydrogen bond formation with the solvent was achieved by intramolecular n → π* interactions. A new stable nitroxide radical bearing ortho-acyl group was synthesized to demonstrate this effect by means of cyclic voltammetry.

AB - A new approach to stabilization of the reduced state of nitroxides in solution is suggested. Thermodynamic stabilization of the strongly basic aminoxyl anions toward protonation and hydrogen bond formation with the solvent was achieved by intramolecular n → π* interactions. A new stable nitroxide radical bearing ortho-acyl group was synthesized to demonstrate this effect by means of cyclic voltammetry.

UR - http://www.scopus.com/inward/record.url?scp=85206147286&partnerID=8YFLogxK

U2 - 10.1016/j.mencom.2024.09.016

DO - 10.1016/j.mencom.2024.09.016

M3 - Article

AN - SCOPUS:85206147286

SN - 0959-9436

VL - 34

SP - 676

EP - 679

JO - Mendeleev Communications

JF - Mendeleev Communications

IS - 5

ER -

Competition between n → π* interactions and H-bonding: a way to stabilize aminoxyl anions and to improve electron transfer kinetics

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this