I. Photochemical reactions of phenylcyclobutadienoquinone. II. Thermal reactions of phenylcyclobutadienoquinone in methanol. III. The photochemical synthesis of phenanthrenes

Citation

Mallory, Frank Bryant (1958) I. Photochemical reactions of phenylcyclobutadienoquinone. II. Thermal reactions of phenylcyclobutadienoquinone in methanol. III. The photochemical synthesis of phenanthrenes. Dissertation (Ph.D.), California Institute of Technology. http://resolver.caltech.edu/CaltechETD:etd-01122006-092041

Abstract

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PART I: PHOTOCHEMICAL REACTIONS OF PHENYLCYCLOBUTADIENOQUINONE

The photolysis of phenylcyclobutadienoquinone in methanol gave dimethyl phenylsuccinate and a compound, [...] of unknown structure.

PART II: THERMAL REACTIONS OF PHENYLCYCLOBUTADIENOQUINONE IN METHANOL

The thermal reaction of phenylcyclobutadienoquinone with methanol in a stainless steel bomb gave 2,4-dimethoxy-3-phenylcyclobutenone, 3-phenyl-4-hydroxy-4-methoxy-2-butenoic acid lactone and dimethyl phenylsuccinate.

PART III: THE PHOTOCHEMICAL SYNTHESIS OF PHENANTHRENES

The photochemical reactions of tetraphenylethylene and trans-stilbene with dissolved oxygen in cyclohexane solutions gave 9,10-diphenylphenanthrene and phenanthrene, respectively.

Thesis Files