第十五章缩合反应 Condensation reactions 亲核试剂与亲电试剂的反应 Nu:+E|→Nu-E+A 碳亲核试剂与碳亲电试剂的反应; 形成CC键 脱去一个小分子
4 第十五章 缩合反应 Condensation Reactions • 亲核试剂 与亲电试剂的反应: • 碳亲核试剂 与 碳亲电试剂的反应; • 形成 C-C 键、 • 脱去一个小分子 。 Nu': - + El' + Nu -El + A
Carbon-Carbon bond Formation 元-c 亲核体亲电体 Nucleophiles Electrophiles
5 Carbon-Carbon bond Formation C + C C C 亲核体 亲电体 Nucleophiles Electrophiles
Friedel-Crafts Reactions -I CH3 AICl3 (CH3)3CCI CH 3+ HCI a Nucleophile (H3C)3C-CI AICl3 (CH3)3C Alcl an Electrophile
6 Friedel – Crafts Reactions-I + (CH 3 ) 3CCl C CH 3 CH 3 CH 3 + HCl AlCl 3 a Nucleophile (H 3C) 3C Cl AlCl 3 (CH 3 ) 3C + AlCl 4 an Electrophile + _
Friedel-Crafts Reactions-II Acl C-CH3 +H3Cc·cl hcl a Nucleophile H3C-C=0 H3CC-cAcl3一 alcl H2C- C=O an Electrophile
7 Friedel – Crafts Reactions-II + C O + HCl AlCl 3 a Nucleophile O H 3C Cl C CH 3 AlCl 3 O H 3C Cl C H 3 C C H 3 C C O O + AlCl 4 an Electrophile
Grignard ReactionS (RMgX) BM1+4→HC-c++r a Nucleophile an Electrophile BMlg-CH3 +0=0 -Hc-c-0+ MgBr a Nucleophile an Electrophile R-X+ Mg R: MgX
8 Grignard Reactions (R : − +MgX) BrMg + CH C O H 3 C C O 3 + MgBr a Nucleophile an Electrophile BrMg CH 3 + H 3 C I H 3 C CH 3 + MgBr + I a Nucleophile an Electrophile R-X + Mg: R: MgX