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Cover Feature: Nonclassical Abramov Products Formed on Orifices of Cage‐Opened C 60 Derivatives (Chem. Eur. J. 15/2021)
Author(s) -
Hashikawa Yoshifumi,
Okamoto Shu,
Murata Yasujiro
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.202005346
Subject(s) - chemistry , cover (algebra) , computational chemistry , enol , derivative (finance) , stereochemistry , organic chemistry , financial economics , economics , catalysis , mechanical engineering , engineering
The nucleophilic addition of phosphites to a cage‐opened fullerene C 60 derivative gave α‐hydrophosphates and enol phosphates as kinetic and thermodynamic products, respectively. Different from classical Abramov reactions, which give phosphonates bearing a P−C bond, these products possess a P−O bond. Theoretical calculations suggested that the charge delocalization of zwitterionic intermediates along with the π‐framework facilitate the phospha‐Brook rearrangement, thus forming nonclassical Abramov products. More information can be found in the Communication by Y. Murata et al. on page 4864.