LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

Unsymmetrical 1-oxazolinyl 1’,2-Bisphosphine ferrocene silyl ether: Preparation and lithiation mechanism

Photo from wikipedia

Abstract The synthesis of an unsymmetrical silyl-ether-modified 1-oxazolinyl 1,2′-bis(diphenylphosphine) ferrocene is proposed herein. The designed 1,2′-bisphosphine is generated from 1-bromo-l’-carboxyferrocene in six synthetic steps in moderate yield with high diastereoselectivity.… Click to show full abstract

Abstract The synthesis of an unsymmetrical silyl-ether-modified 1-oxazolinyl 1,2′-bis(diphenylphosphine) ferrocene is proposed herein. The designed 1,2′-bisphosphine is generated from 1-bromo-l’-carboxyferrocene in six synthetic steps in moderate yield with high diastereoselectivity. Moreover, a 2,5-bisphosphine analog is afforded via the stepwise lithiation of chiral oxazolinyl ferrocene. A plausible ortho-metalation mechanism directed by the oxazoline moiety as a chiral-directed metalation group in stepwise lithiation is proposed.

Keywords: lithiation; mechanism; ferrocene; bisphosphine; silyl ether

Journal Title: Journal of Organometallic Chemistry
Year Published: 2019

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.