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Cover Feature: Breslow Intermediates (Amino Enols) and Their Keto Tautomers: First Gas‐Phase Characterization by IR Ion Spectroscopy (Chem. Eur. J. 8/2021)
Author(s) -
Paul Mathias,
Peckelsen Katrin,
Thomulka Thomas,
Martens Jonathan,
Berden Giel,
Oomens Jos,
Neudörfl JörgM.,
Breugst Martin,
Meijer Anthony J. H. M.,
Schäfer Mathias,
Berkessel Albrecht
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202004678
Subject(s) - tautomer , chemistry , infrared multiphoton dissociation , dissociation (chemistry) , infrared spectroscopy , aldehyde , electrospray ionization , spectroscopy , photochemistry , stereochemistry , computational chemistry , catalysis , ion , organic chemistry , physics , quantum mechanics
Breslow Intermediates are of pivotal importance for chemical and biological Umpolung reactions catalyzed by N‐heterocyclic carbenes (NHCs). In the sense of John B. Fenn (NP 2002), attachment of a charge tag to these “molecular elephants” provides them with “electrospray wings”, and for the first time allows their gase phase structural characterization by infrared multiple photon dissociation (IRMPD) spectroscopy. The enol‐ketone tautomerism of a number of NHC‐aldehyde combinations, crucial for their chemical reactivity, have been determined in the gas‐phase and interpreted by DFT calculations. More information can be found in the Full Paper by M. Breugst, A. J. H. M. Meijer, M. Schäfer, A. Berkessel, et al. on page 2662.