310-10 - Organic Lecture Series CH 310 N LECTURE 10...

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Organic Lecture Series 1 CH 310 N LECTURE 10 Textbook Assignment: Chap 16 Begin Homework (for credit): POW 3 posted (Due Feb 14) Today’s Topics: Rxns of organometallic reagents; carbenes Notice & Announcements: Organic Lecture Series 2 Organometallic Organometallic Compounds Compounds (Chapter 15) (Chapter 15)
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Organic Lecture Series 3 A Simple Example: H 3 C CH 3 O 3 2 2 H 3 C 3 O 3 2 2 alkoxide MgBr H OH H 3 C 3 O H 3 2 2 alcohol MgBrOH H 2 O Mg(OH) 2 Organic Lecture Series 4 • Lithium diorganocopper reagents, known more commonly as Gilman reagents Gilman reagents – prepared by treating an alkyl, aryl, or alkenyl lithium compound with Cu(I) iodide 2CH 3 2 2 2 Li + CuI or THF diethyl ether (CH 3 2 2 2 ) 2 Cu - Li + + LiI Butyllithium Copper(I) iodide Lithium dibutylcopper (a Gilman reagent) Gilman reagents Gilman reagents Not exam material
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Organic Lecture Series 5 Coupling within organohalogen compounds –form new carbon-carbon bonds by coupling with alkyl chlorides, bromides, and iodides R'Br R 2 CuLi R'-R RCu LiBr
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310-10 - Organic Lecture Series CH 310 N LECTURE 10...

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