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Unusually Stable Organomercury Hydrides and Radicals
Author(s) -
Nakamura Eiichi,
Yu Yong,
Mori Seiji,
Yamago Shigeru
Publication year - 1997
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.199703741
Subject(s) - organomercury , radical , moiety , organomercury compounds , chemistry , quantum chemical , medicinal chemistry , photochemistry , computational chemistry , stereochemistry , organic chemistry , metal , molecule
A remarkably long half‐life of 74 h has been observed for the HgH‐substituted p ‐nitrophenylacrylate 1 (R 1 = Et, R 2 = p ‐NO 2 C 6 H 4 ) at 75°C in C 6 D 6 . This unusual stability stems from the electron‐withdrawing effects of the acrylic ester moiety, as revealed by quantum mechanical calculations. The corresponding organomercury radical 2 is also stable enough to be trapped intermolecularly (→ 3 ; X = Cl, Br).