ISSN:
1573-9171
Keywords:
ferrocenylcyclopropane
;
ferrocenylcyclopropene
;
dehydrobromination
;
catalytic hydrogenation
;
[4+2[-cycloaddition
;
opening of the three-membered ring
;
carbocations
;
alkylation
;
X-ray diffraction analysis
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Crystalline 3-ferrocenyl-3-phenylcyclopropene was obtained by dehydrobromination of 2-bromo-l-ferrocenyl-l-phenylcyclopropane with potassiumtert-butoxide in dimethyl sulfoxide. The compound synthesized undergoes catalytic hydrogenation to l-ferrocenyl-I-phenylcyclopropane, reacts with 1,3-diphenylisobenzofuran to give the expected product of stereospecific [4+2[-cycloaddition and 3-ferrocenylindene, and also undegoes opening of the small ring on treatment with superacids to give 3-ferrocenylindene as the major product. The data of single crystal X-ray diffraction analysis of 1-ferrocenyl-l-phenylcyclopropane and the diene adduct of 3-ferrocenyl-3-phenylcyclopropene with 1,3-diphenylisobenzofuran are given.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01435791
