Abstract
Abstract Oxidative addition of phenanthrenequinone to the newly synthesized dithiaphosphorinane, (Xylyl-O)P-S(CH2)3S (1), results in a new thiophosphorane containing a sulfur-bonded six-membered ring. X-ray analysis on separate crystals reveals both a monoclinic and triclinic modification. This represents the first structural study of a six-membered ring containing thiophosphorane. The structure which is a trigonal bipyramid has the ring sulfur atoms located in apical-equatorial sites instead of the expected diequatorial arrangement. As a consequence, the more electronegative xylyloxy oxygen atom is relegated to an equatorial position. A slightly twisted boat conformation exists for the dithiaphosphorinane ring. IH NMR spectroscopy is consistent with the retention of the solid-state structure in solution which undergoes rapid intramolecular ligand exchange.
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