2024-03-29T15:25:51Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/1694352021-10-27T11:57:25Zcom_10261_81com_10261_5col_10261_334
Is it possible to use the 31P chemical shifts of phosphines to measure hydrogen bond acidities (HBA)? A comparative study with the use of the 15N chemical shifts of amines for measuring HBA
Alkorta, Ibon
Elguero, José
Ministerio de Economía, Industria y Competitividad (España)
Comunidad de Madrid
Phosphines
NMR
GIAO
Amines
Phosphine oxides
The geometries, energies, and nuclear magnetic resonance (NMR) chemical shifts of 3 bases (trimethylphosphine, trimethylamine, and trimethylphosphine oxide), their 3 protonated cations, and 15 hydrogen-bonded complexes (corresponding to the HF, HNC, HCN, HCCH, HO, and CHOH Brønsted acids) have been calculated at the B3LYP/6-311++G(d,p) level. The determination of hydrogen bond acidities by NMR is classically performed using the P chemical shifts MePO. This method is more reliable than the use of the N NMR chemical shifts of MeN. This work shows that the P NMR chemical shifts of MeP cannot be used. The raison of the difference between MeP on one hand and MePO and MeN on the other will be discussed.
Ministerio de Economía y Competitividad (Spain),
Grant/Award Number: CTQ2015‐63997‐C2‐2‐P;
Comunidad Autónoma de Madrid, Grant/Award
Number: S2013/MIT‐2841
Peer Reviewed
2018-09-06T11:38:47Z
2018-09-06T11:38:47Z
2017
2018-09-06T11:38:47Z
artículo
http://purl.org/coar/resource_type/c_6501
doi: 10.1002/poc.3690
issn: 0894-3230
e-issn: 1099-1395
Journal of Physical Organic Chemistry 30 (2017)
http://hdl.handle.net/10261/169435
10.1002/poc.3690
http://dx.doi.org/10.13039/100012818
http://dx.doi.org/10.13039/501100010198
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2015‐63997‐C2‐2‐P
http://dx.doi.org/10.1002/poc.3690
Sí
none
John Wiley & Sons