Unprecedented Elimination of Conjugated Phenylthioether Groups by Low-Valent Titanocene

Abstract

The first thioether elimination reaction utilizing a low-valent titanocene has been discovered. This reaction occurs under mild conditions and affords stereospecifically a variety of dienes and styrenes. Our data suggest that this new reaction involves an intermediate of dimerization of titanocene as the reactant responsible for this elimination.

Key words

thioethers - titanocene - alkenes - allyl complexes - elimination

References

• 1 McDermott JX. Whitesides GM. J. Am. Chem. Soc.  1974,  96:  947 
• 2 Takeda T. Miura I. Horikawa Y. Fujiwara T. Tetrahedron Lett.  1995,  36:  1495 
• 3 Streiff S. Ribeiro N. Désaubry L. J. Org. Chem.  2004,  69:  7592 
• 4 Brintzinger H. Bercaw JE. J. Am. Chem. Soc.  1970,  92:  6182 
• 5 Shu R. Harrod JF. Lebuis AM. Can. J. Chem.  2002,  80:  489