CHEMISTRY OF CAGE-SHAPED HYDROCARBONS - THE OXIDATION OF 0(2,6).0(3,13).0(4,11).0(5,9).0(10,14)]TETRADECANE

Authors
CHOW TJ WEI CC WU TK
Citation
Tj. Chow et al., CHEMISTRY OF CAGE-SHAPED HYDROCARBONS - THE OXIDATION OF 0(2,6).0(3,13).0(4,11).0(5,9).0(10,14)]TETRADECANE, Journal of the Chinese Chemical Society, 41(6), 1994, pp. 833-841
Citations number
24
Categorie Soggetti
Chemistry
Journal title
Journal of the Chinese Chemical Society → ACNP
ISSN journal
00094536
Volume
41
Issue
6
Year of publication
1994
Pages
833 - 841
Database
ISI
SICI code
0009-4536(1994)41:6<833:COCH-T>2.0.ZU;2-I
Abstract
Oxidative ring opening reactions enabled disassembly of the cage struc ture of the title compound. Stepwise oxidations were achieved through radical intermediates using lead tetracetate and iodine. The regiosele ctivity of bond fission is rationalized by comparing the relative stra ins of each bond. Multiple cleavages of C-C bond were accomplished by photolysis with HgO and iodine under UV. The oxidative effect of Ce(IV ) ion on a cage-shaped diketone is examined. New skeletons of polyquin anes are obtained from these reactions.