Homoannular Double Friedel–Crafts Acylation of Phosphametallocenes
Organometallics2011Vol. 30(18), pp. 5045–5051
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Masamichi Ogasawara, Morihiko Ogura, Takeshi Sakamoto, Susumu Watanabe, Sachie Arae, Kiyohiko Nakajima, Tamotsu Takahashi
Abstract
Two reaction modes of homoannular double Friedel–Crafts acylation are realized using polyalkylphosphametallocenes as substrates. The first example is the reaction of tetra(tert-butyl)diphospharuthenocene with excess acetyl chloride/aluminum chloride, giving a 2,3-double Friedel–Crafts acylation product with an elimination of one of the tert-butyl groups. The other is the 2,5-diacylation of 1′,2′,3,3′,4,4′,5′-Me7-phosphaferrocene using an acyl chloride/aluminum chloride mixture. These reactions provide rare examples of doubly functionalized phosphametallocenes.
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