Eaton, Philip

The authors are grateful to Profs. Alan Marchand and Philip Eaton for supplying with samples of AEBCB and cubane, respectively. This work has been supported by the Mechanics and Energy Conversion Division of the Office of Naval Research. 

TD Philips, BA Clement, D Park. Approaches to reduction and detoxification of aflatoxins in foods and feeds. In DL Eaton, JD Groopman, eds. The Toxicology of Aflatoxins Human Health, Veterinary and Agricultural Significance. New York Academic Press, 1994, pp 383-389. 

Submitted by Gakv H. Rasitosson, Herbmt O. House, Edward F. Zawesei, and Chabies H. DkPdy Checked by William G. Dadben, Philip E. Eaton, and Richard Schneider. 

Checked by William G. Dauben, Philip E. Eaton, and Richard Schneider. 

Examples which come to mind are those of Philip E. Eaton, who owed his interest in cage molecules to industrial work on chlorinated pesticides, which led him to the epochal synthesis of cubane in 1964 (Traynham 1997) of Fred McLafiferty and George Olah, who both worked for a time in a laboratory of Dow Chemical of Richard E. Smalley, an industrial chemist before he enrolled as a graduate student at Princeton (Smalley 1996) of Earl Muetterties, who left the Experimental Station at DuPont in Wilmington for a professorship at the University of California of Howard E. Simmons who, when heading central research also at DuPont, turned down the offer of a professorship at Harvard (Bohning 1993, Roberts Collette 1999) and so on. 

Traynham J.G. 1997, Philip Eaton , Chemical Heritage Foundation, Oral History project, oral interview no. 0152, January 22, transcript (47 pp.). 

Organic chemists have been able to synthesize some highly strained cyclic hydrocarbons, such as bicy-clo[1.1.0]butane, cubane, and prismane. Philip Eaton, the first to synthesize cubane, recently also synthesized octanitro-... 

Bicyclo[ 1.1.0] butane was synthesized by David Lemal, Fredric Menger, and George Clark at the University of Wisconsin (Journal of the American Chemical Society, 1963, 85, 2529). Cubane was synthesized by Philip Eaton and Thomas Cole, Jr., at the University of Chicago (Journal of the American Chemical Society, 1964, 86, 3157). Prismane was synthesized hy Thomas Katz and Nancy Acton at Columbia University (Journal of the American Chemical Society, 1973, 95, 2738). 

X-ray Structures of Cubylcubane and 2-ter(-Butylcubykubane Short Cage-Cage Bonds. R. Gilardi, M. Maggini, and Philip E. Eaton. (1988). J. Am. Chem. Soc. 110, 7232-4. 

The double quasi-Favorskii of 200 is interesting (Scheme 7.44T It appears that the two rearrangements are quite disconnected from one another. While 1% NaOH at room tenperature suffices to produce 202 in essentially quantitative yield, the conversion of 202-201 requires 40% base, 110 °C, and produces less than a 50% yield of the final product (Philip E. Eaton, personal communication). Strain is the likely cause of the problem here, as there are limits to the amount of strain a quasi-Favorskii rearrangement can successfully establish before side reactions compete, lowering yields. 

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