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Stereoselective Double Friedel ‐ Crafts Acylation of trans ‐μ‐(2,3,6,7‐Tetramethylidenebicyclo[3.2.1]octane)bis(tricarbonyliron). Crystal Structure of trans ‐μ‐{(1 RS ,2 RS ,3 SR ,5 RS ,6 SR ,7 SR )‐ C ,2,3, C ‐η: C ,6,7, C ‐η‐[( Z , Z )‐1,1′‐(3,7‐Dimethylidenebicyclo[3.2.1]octane‐2,6‐diylidene)di(2‐propanone)]}bis(tricarbonyliron)
Author(s) -
Alan Pinkerton A.,
Schwarzenbach Dieter,
Gabioud Raphy,
Vogel Pierre
Publication year - 1986
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19860690208
Subject(s) - chemistry , octane , stereoselectivity , friedel–crafts reaction , acylation , stereochemistry , crystal structure , yield (engineering) , medicinal chemistry , crystallography , organic chemistry , catalysis , materials science , metallurgy
The Friedel ‐ Crafts mono and double acylations of trans ‐μ‐[(1 RS ,2 RS ,3 SR ,5 RS ,6 SR ,7 SR )‐ C ,2,3, C ‐η: C ,6,7, C ‐η‐(2,3,6,7‐tetramethylidenebicyclo[3.2.1]octane)]bis(tricarbonyliron) ( 4 ) are highly stereoselective and yield trans ‐μ‐{(1 RS ,2 RS ,3 SR ,5 RS ,6 SR ,7 RS )‐ C ,2,3, C ‐η : C ,6,7, C ‐η‐[( Z )‐1‐(3,6,7‐trimethylidenebicyclo[3.2.1]‐oct‐2‐ylidene)‐2‐propanone]}bis(tricarbonyliron) ( 5 ) and trans ‐μ‐{(1 RS ,2 RS ,3 SR ,5 RS ,6 SR ,7 SR )‐ C ,2,3, C ‐η : C ,6,7, C ‐η‐[( Z , Z )‐1,1′‐(3,7‐dimethylidenebicyclo [3.2.1] octane‐2,6‐diylidene)di(2‐propanone)]}bis(tricarbonyliron) ( 6 ) whose structure has been established by single‐crystal X‐ray diffraction.