Abstract
Thymoquinone (2-methyl-5- iso-propyl-1,4-benzoquinone) undergoes a stereospecific solid state photochemical [2+2]cyclodimerization. The product is the anti H-T (head-tail) cyclobutane derivative. The relative orientation of the quinone rings was elucidated by 1H NMR and nuclear Overhauser enhancement experiments done on the monoepoxide derivative of the dimer.
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