Abstract
Trimesitylmethane, a sterically congested molecule, has been synthesized in low yield, and the temperature dependence of its 1H-nmr spectrum has been studied. The molecule assumes a propeller conformation in the ground state, and the barrier for interconversion of enantiomeric propellers by the two-ring flip mechanism is ΔG‡167 = 21.9 kcal/mol. This remarkably high barrier admits the possibility of resolution of 1 under ordinary conditions.
Original language | English |
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Pages (from-to) | 2165-2167 |
Number of pages | 3 |
Journal | Journal of the American Chemical Society |
Volume | 96 |
Issue number | 7 |
Publication status | Published - 1974 |
ASJC Scopus subject areas
- Chemistry(all)