R-Group stabilization in methylated formamides observed by resonant inelastic X-ray scattering.
Journal
Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838
Informations de publication
Date de publication:
04 Aug 2022
04 Aug 2022
Historique:
pubmed:
19
7
2022
medline:
6
8
2022
entrez:
18
7
2022
Statut:
epublish
Résumé
The inherent stability of methylated formamides is traced to a stabilization of the deep-lying σ-framework by resonant inelastic X-ray scattering at the nitrogen K-edge. Charge transfer from the amide nitrogen to the methyl groups underlie this stabilization mechanism that leaves the aldehyde group essentially unaltered and explains the stability of secondary and tertiary amides.
Identifiants
pubmed: 35848855
doi: 10.1039/d2cc00053a
pmc: PMC9350990
doi:
Substances chimiques
Formamides
0
Nitrogen
N762921K75
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
8834-8837Références
Struct Dyn. 2017 Sep 25;4(5):054102
pubmed: 28966931
Biochemistry. 1999 Mar 16;38(11):3235-45
pubmed: 10079066
Appl Biochem Biotechnol. 2021 Mar;193(3):822-845
pubmed: 33191449
Biochem J. 2007 Mar 1;402(2):205-18
pubmed: 17295611
J Chem Phys. 2021 Jun 7;154(21):214304
pubmed: 34240997
Biophys Chem. 1974 Feb;1(3):222-6
pubmed: 4425724
Chem Sci. 2021 Jan 29;12(10):3713-3725
pubmed: 34163645
J Org Chem. 2004 Dec 24;69(26):9011-24
pubmed: 15609933
Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12727-12731
pubmed: 33769680
J Chem Phys. 2019 Jun 21;150(23):234301
pubmed: 31228920
Phys Chem Chem Phys. 2017 Dec 6;19(47):32091-32098
pubmed: 29182178
Phys Chem Chem Phys. 2021 Jan 28;23(3):1835-1848
pubmed: 33103173
Anticancer Drugs. 2006 Jun;17(5):521-6
pubmed: 16702808
Org Biomol Chem. 2011 May 21;9(10):3636-57
pubmed: 21451861
Phys Chem Chem Phys. 2017 Aug 2;19(30):19573-19589
pubmed: 28352891
Phys Life Rev. 2012 Mar;9(1):84-104
pubmed: 22196896
Nature. 2001 May 31;411(6837):565-8
pubmed: 11385566
Chemistry. 2006 Sep 18;12(27):7215-24
pubmed: 16807968
Front Chem. 2014 Jan 07;1:37
pubmed: 24790968
Nature. 2001 May 31;411(6837):539-41
pubmed: 11385553
J Phys Chem A. 2005 Feb 17;109(6):1223-9
pubmed: 16833433
Biochem Pharmacol. 2001 Sep 1;62(5):517-26
pubmed: 11585048
Bioorg Med Chem. 2001 May;9(5):1249-53
pubmed: 11377183
Nat Commun. 2018 Oct 9;9(1):4165
pubmed: 30302003
J Chem Phys. 2011 Feb 28;134(8):084103
pubmed: 21361523
J Phys Chem Lett. 2021 Sep 9;12(35):8637-8643
pubmed: 34472857
Coord Chem Rev. 2017 Aug 15;345:182-208
pubmed: 28970624
Langmuir. 2007 Apr 24;23(9):5120-6
pubmed: 17388616