ISSN:
1573-1111
Keywords:
Cavitands
;
Diels-Alder reactions
;
stereoelectronic control
;
kohnkene
;
clathrate formation
;
chemical sensor
;
[12]collarene
;
[12]beltene
;
[12]cyclacene
;
organic zeolites
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract This article relates the first encouraging steps towards the fulfilment of a long-standing research goal aimed at turning the chemistry of laterally-fused six-membered rings through 90° ... or, more specifically, the making of (i) beltenes, in which 1,4-cyclohexadiene rings are linked in a polycyclic array by lateral fusion through their carbon-carbon double bonds, (ii) collarenes, in which alternating benzene and 1,4-cyclohexadiene rings are fused to form macropolycyclic hydrocarbons and (iii) cyclacenes, which may be considered as two annulenes joined to each other by carbon-carbon single bonds between every other atom around the annulene rings. The synthesis of the key macropolycyclic compound, which is a potential precursor of [12]beltene and [12]collarene, exploits the amazing stereoelectronic control that exists in the Diels-Alder reaction between a bisdiene and a bisdienophile with the appropriate structural features and reactivity characteristics.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01060724
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