ISSN:
0570-0833
Keywords:
carbenes
;
cycloalkadiynes
;
cyclophanes
;
small ring systems
;
transition metals
;
Carbenes
;
Cycloalkadiynes
;
Cyclophanes
;
Small ring systems
;
Transition metals
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The systematic integration of the small 2π- and 4π-electron systems cyclopropenylium ion, cyclopropenone, oxo-cyclobutenylium ion, and cyclobutadiene into phane chemistry was initiated only a few years ago. [n2]Cyclopropenylophanes, [n2]cyclopropenonophanes, metal-capped [n4]cyclobutadienosuperphanes, and other new families of double-decker phane species became available from cycloalkydiynes through special methods of double [2+1]cycloaddition with carbenes and metal complex induced dimerization by double [2+2]cycloaddition. Phane-specific structural features were elucidated by X-ray structural analyses. Cyclic voltammetry and PE spectroscopy as well as MO calculations reealed considerable interactions between closely spaced π-electron systems. Decapping cyclobutadienosuperphanes formally extended the synthetic principle to threefold [2+2]cycloadditions resulting in [n4]-bridged tricyclo-[4.2.0.03, 5]octa-3,7-dienes, which represent a new type of cage compounds. Moreover, completion to fourfold [2+2]addition was achieved with the photoinduced transformation of [34]bridged tricyclo[4.2.0.03, 5]octa-3,7-diene into propella[34]cubane.
Additional Material:
8 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.199724261
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