Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 5, Issue 1, Pages 87-96Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b611070c
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In order to study the structural limits in the design of molecular motors, a tert-butyl substituted analogue was prepared. The unexpected photochemical and thermal isomerisation processes and the stereochemistry of new overcrowded alkene 5 are described. The bis tert-butyl substituted alkenes were synthesised in a five-step sequence with an overall yield of 7.5%. Structural assignments of the isomers based on experimental data were supported by calculations of all four isomers of the alkene. X-Ray crystal analysis showed a strongly twisted alkene ( torsion angle 39 degrees) for a less stable photochemically generated cis-isomer.
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