TWO CONSECUTIVE GEAR MOTIONS IN CONFORMATIONAL INTERCONVERSION IN 9-(2-METHYLBENZYL)TRIPTYCENE DERIVATIVES
- 5 October 1979
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 8 (10) , 1255-1258
- https://doi.org/10.1246/cl.1979.1255
Abstract
The conformational interconversion among ±sc and ap forms of 9-(2-methylbenzyl)triptycenes is found to occur by two consecutive gear motions: methyl-inside conformers formed by the synchronous rotation about the CH2–Ar and CH2–C9 bonds of the methyl-outside conformers are so unstable that another synchronous rotation takes place in succession to afford methyl-outside conformers. The change in 1H-nmr line shapes and the barriers to rotation are discussed.Keywords
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- NMR Studies of the Rates of Inversion of o,o′-Bridged BiphenylsBulletin of the Chemical Society of Japan, 1964