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Generation and Direct Observation of the Xanthenide Anion; a Stable 4 n π‐System
Author(s) -
Anastassiou A. G.,
Kasmai H. S.
Publication year - 1980
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198000431
Subject(s) - antiaromaticity , ion , xanthene , chemistry , ring (chemistry) , paramagnetism , liquid ammonia , ring current , crystallography , ammonia , computational chemistry , stereochemistry , photochemistry , organic chemistry , molecule , physics , condensed matter physics , plasma , aromaticity , magnetosphere , quantum mechanics
The stable anion (1) can be regarded as an antiaromatic species; it is generated from xanthene with KNH 2 in liquid ammonia. Skeletal rearrangements with ring contraction occurring in non‐annelated heterocycles do not take place. The 1 H‐NMR spectrum of (1) is indicative of a paramagnetic ring current.