In the reaction of silylated butadiene derivatives (1) with dimethyl acetylenedicarboxylate (DMAD), it is proposed that the reactivities of the dienes can be predicted from the carbon-13 nuclear magnetic resonance chemical shifts of the terminal methylene carbons (£13C-4) of the dienes based on the following linear relationships, a) total electron densities against d13C-4; b) In k against l/[£LuMO(DMAD)-£HOMo<die„e)]; c) In k against <513C-4. The total electron densities and energy levels of highest occupied molecular orbitals (HOMOs) and lowest unoccupied molecular orbitals (LUMOs) of the dienes were calculated by the modified neglect of diatomic overlap (MNDO) method.
|Number of pages||4|
|Journal||Chemical and Pharmaceutical Bulletin|
|Publication status||Published - 1990|
All Science Journal Classification (ASJC) codes
- Drug Discovery