Premium
1,2‐Diboretanides: Homoaromatic 2π‐Electron Compounds with High Inversion Barriers
Author(s) -
Steiner Dirk,
Winkler HeinzJürgen,
Balzereit Christian,
Happel Thorsten,
Massa Werner,
Berndt Armin,
Hofmann Matthias,
Subramanian Govindan,
von Ragué Schleyer Paul
Publication year - 1996
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.199619901
Subject(s) - inversion (geology) , electron , crystallography , chemistry , ring flip , ring (chemistry) , computational chemistry , physics , geology , organic chemistry , nuclear physics , paleontology , structural basin
The 1,2‐diboretanide ring inversion barrier for 2 (19.5 kcal mol −1 determined by 1 H NMR) is the largest among all the known isoelectronic 2π‐electron homoaromatic analogues. The X‐ray structure analysis of 2 , which was synthesized from 1 (R = H) or 3 (Dur = 2,3,5,6‐tetramethylphenyl), reveals a short central C‐B bond (171.1 pm).