RT Journal Article
T1 A Quantitative Model for Alkane Nucleophilicity Based on C−H Bond Structural/Topological Descriptors
A1 Besora, María
A1 Olmos Verge, Andrea
A1 Noverges, Bárbara
A1 Asensio, Gregorio
A1 Caballero Bevia, Ana
A1 Maseras, Feliu
A1 Pérez Romero, Pedro José
AB A first quantitative model for calculating the nucleophilicity of alkanes is described. A statistical treatment was applied to the analysis of the reactivity of 29 different alkane C−H bonds towards in situ generated metal carbene electrophiles. The correlation of the recently reported experimental reactivity with two different sets of descriptors comprising a total of 86 parameters was studied, resulting in the quantitative descriptor‐based alkane nucleophilicity (QDEAN) model. This model consists of an equation with only six structural/topological descriptors, and reproduces the relative reactivity of the alkane C−H bonds. This reactivity can be calculated from parameters emerging from the schematic drawing of the alkane and a simple set of sums.
PB Wiley
SN 1433-7851
SN 1521-3773 (electrónico)
YR 2020
FD 2020
LK http://hdl.handle.net/10272/19645
UL http://hdl.handle.net/10272/19645
LA eng
NO Besora, M., Olmos, A., Gava, R., Noverges, B., Asensio, G., Caballero, A., Maseras, F., & Pérez, P. J. (2020). A Quantitative Model for Alkane Nucleophilicity Based on C−H Bond Structural/Topological Descriptors. Angewandte Chemie International Edition, 59(8), 3112–3116. https://doi.org/10.1002/anie.201914386
NO We thank MINECO for support with Grants CTQ2017-82893-C2-1-R, CTQ2015-73693-JIN, CTQ2017-87792-R and Red Intecat (CTQ2016-81923-REDC). Junta de Andalucía is also acknowledged for Grant P12-FQM-1765. R. G. and A. O. thank MINECO for FPI and Juan de la Cierva fellowships, respectively.
DS Repositorio Institucional de la Universidad de Huelva
RD 31 may 2026