l13 - Organo Copper Chemistry Lithium Lithium...

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Organo Copper Chemistry Lithium dialkylcuprates Lithium dialkylcuprates. 2 R-Li + CuI Li[R-Cu-R] Gilman Reagents Henry Gilman - Iowa State Univ. “Father of Organometallic Chemistry” Cu Li Li CuI 2 Cu L Br Copper(I) Copper(III) Li Cu Li Br Oxidative Addition Reductive Elimination Cu Br Li + Copper(I) The general reaction CuI RL i RC u R Li R 2 -X R-R 2+R - C u - X R- can be any simple primary alkyl group. Problem you loose half of it. R 2 -can be a primary alkyl, aryl or vinyl group Br Br Li CuI X Br Cu AB C D A B C Organo Copper Chemistry Lithium dialkylcuprates Lithium dialkylcuprates. 2 R-Li + CuI Li[R-Cu-R] Br Cu Br Br Olefin Metathesis R 2 R 1 R 2 + R 1 + http://nobelprize.org/nobel_prizes/chemistry/laureates/2005/
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Carbene ligand C H H Ru PR 3 H 2 e- 2 e- Ru PR 3 Cl Cl C H 2 e π bond 2 e σ bond + O Ru cat OCH 3 OCH 3 O +CH 2 CH 2 d PR Grubb’s 1 st Generation Catalyst Grubb’s 2 nd Generation Catalyst Ru Cl Cl PR 3 C 6 H 5 3 Ru Cl NN R R CH 3 CH Cl PR 3 C 6 H 5 N N H 3 C 3 Ru PR 3 =P(C 6 H 11 ) 3 CH 3 CH 3 H 3 C C 6 H 5 P R R 1 R 2 + Cl 2 P 2 Ru R 1 R 2 2 CH 2 Ru Cl Cl P R 1 P Ru P Cl R Ru Cl Cl P R 1 Cl P R 1 P R P R R Ru
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l13 - Organo Copper Chemistry Lithium Lithium...

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