Beilstein J. Org. Chem.2016,12, 1410–1420, doi:10.3762/bjoc.12.135
; density functional theory (DFT); hapototropic rearrangements; HOMO–LUMOinteractions; polyene-ML2 complexes; ring-whizzing; Introduction
Polyene–transition metal complexes were found to undergo fluxional rearrangements as early as 1956 with the preparation of Cp2Fe(CO)2 [1]. The migration of an MLn unit
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Graphical Abstract
Figure 1:
The four coordination geometries for d10 polyene-ML2 complexes along with their hapto numbers and e...
Beilstein J. Org. Chem.2009,5, No. 33, doi:10.3762/bjoc.5.33
the “normal” 5-substituted isoxazoline is formed. Hence, the nitrodecene 123 gives rise to only the nine-membered carbocycle 125 upon reaction with phenyl isocyanate. The matching HOMO-LUMOinteractions for such cycloadditions favour the formation of 126 but ring strain and transannular steric effects