Synergic Synthesis of Benzannulated Zincabicyclic Complexes, α-Zincated N Ylides, through Sodium-TMEDA-Mediated Zincation of a Haloarene
Synergic Synthesis of Benzannulated Zincabicyclic Complexes, α-Zincated N Ylides, through Sodium-TMEDA-Mediated Zincation of a Haloarene
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DOI：
10.1002/anie.200904506
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发表时间：
2009-01-01
影响因子：
16.6
通讯作者：
O'Hara, Charles T.
中科院分区：
文献类型：
--
作者：
Armstrong, David R.;Balloch, Liam;O'Hara, Charles T.
钠的双重作用：在协同作用的TMP-锌酸钠试剂中，钠介导氯苯的直接邻锌反应，并提供TMEDA配体对苯环进行亲核攻击，从而生成新型的开环锌两性离子(如图所示)。TMP=2，2，6，6-四甲基哌啶，TMEDA=N，N-四甲基乙二胺。
Double role for sodium: Within a synergic sodium TMP-zincate reagent, sodium mediates the direct ortho-zincation of chlorobenzene and delivers the TMEDA ligand to nucleophilically attack the benzene ring, thereby generating novel open and cyclic zinc zwitterions (example shown). TMP= 2, 2, 6, 6-tetramethylpiperidide; TMEDA= N, N, N, N-tetramethylethylenediamine.