Formation of Organolithium Hetero-Aggregates[Li4Ar2(wBu)_2](Ar = C6H4CH(Me)NMe2-2)during the Directed orf/io-Lithiation of[1-(Dimethylamino)ethyl]benzene

Claudia M.P.Kronenburg; Evelien Rijnberg; Johann T.B.H.Jastrzebski; Huub Kooijman; Martin Lutz

首页> 外文期刊>Chemistry: A European journal >Formation of Organolithium Hetero-Aggregates[Li4Ar2(wBu)_2](Ar = C6H4CH(Me)NMe2-2)during the Directed orf/io-Lithiation of[1-(Dimethylamino)ethyl]benzene

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Formation of Organolithium Hetero-Aggregates[Li4Ar2(wBu)_2](Ar = C6H4CH(Me)NMe2-2)during the Directed orf/io-Lithiation of[1-(Dimethylamino)ethyl]benzene

机译：在[1-（二甲基氨基）乙基]苯的定向锂/邻位锂化反应中形成有机锂杂聚集体[Li4Ar2（wBu）_2]（Ar = C6H4CH（Me）NMe2-2）

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(R)-[1-(Dimethylamino)-ethyljbenzene reacts with "BuLi in a 1:1 molar ratio in pentane to quantitatively yield a unique hetero-aggregate(2 a)containing the lithiated arene,un-reacted "BuLi,and the complexed parent arene in a 1:1:1 ratio.As a model compound,[Li4(C6H4CH-(Me)NMer2)_2(nBu)J(2b)was prepared from the quantitative redistribution reaction of the parent lithiated arene Li(C6H4CH(Me)NMer2)with "BuLi in a 1:1 molar ratio.The mono-Et2O adduct[Li4(C6H4CH(Me)NMer2)_2("Bu)_2(OEt2)](2c)and the bis-Et2O adduct[Li4(C6H4CH(Me)NMe2-2)_2-("Bu)_2(OEt2)_2](2d)were obtained by re-crystallization of 2b from pentane/ Et2O and pure Et2O,respectively.The single-crystal X-ray structure determinations of 2b-d show that the overall structural motifs of all three derivatives are closely related.They are all tetra-nuclear Li aggregates in which the four Li atoms are arranged in an almost regular tetrahedron.These structures can be described as consisting of two linked dimeric units:one Li2Ar2 dimer and a hypothetical Li2"Bu2 dimer.The stereochemical aspects of the chiral Li2Ar2 fragment are discussed.The structures as observed in the solid state are apparently retained in solution as revealed by a combination of cryosco-py and 'H,13C,and 6Li NMR spectros-copy.

机译：（R）-[1-（二甲氨基）-乙基苯与戊基在戊烷中摩尔比为1：1的化合物反应，定量生成独特的杂聚集体（2a），其中含有锂化的芳烃，未反应的戊基和以1：1：1的比例复合络合的母体芳烃。作为模型化合物，由母体锂化芳烃Li（C6H4CH）的定量重新分布反应制备了[Li4（C6H4CH-（Me）NMer2）_2（nBu）J（2b）（Me）NMer2）与“ BuLi摩尔比为1：1。单Et2O加合物[Li4（C6H4CH（Me）NMer2）_2（“ Bu）_2（OEt2）]（2c）和bis-Et2O加合物[通过从戊烷/ Et2O和纯Et2O中重结晶2b分别获得Li4（C6H4CH（Me）NMe2-2）_2-（“ Bu）_2（OEt2）_2]（2d）。单晶X射线2b-d的结构测定表明，所有三个衍生物的整体结构基序密切相关，它们都是四核Li聚集体，其中四个Li原子排列在几乎规则的四面体中，这些结构可以描述为由两个连接的二聚体单元：一个Li2Ar2二聚体和一个da假想的Li2“ Bu2二聚体。讨论了手性Li2Ar2片段的立体化学方面。通过固溶和'H，13C和6Li NMR光谱揭示，固相中观察到的结构显然保留在溶液中-复制。

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《Chemistry: A European journal》 |2005年第1期|共9页
作者
Claudia M.P.Kronenburg; Evelien Rijnberg; Johann T.B.H.Jastrzebski; Huub Kooijman; Martin Lutz;
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正文语种 eng
中图分类化学;
关键词
directed orthometala-tion; lifliittfa; N ligands; organolithium complexes; structure;

机译：定向正金属化;低价法;N配体;有机锂配合物;结构;

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1. Formation of Organolithium Hetero-Aggregates[Li4Ar2(wBu)_2](Ar = C6H4CH(Me)NMe2-2)during the Directed orf/io-Lithiation of[1-(Dimethylamino)ethyl]benzene [J] . Claudia M.P.Kronenburg, Evelien Rijnberg, Johann T.B.H.Jastrzebski, Chemistry: A European journal . 2005,第1期

机译：在[1-（二甲基氨基）乙基]苯的定向锂/邻位锂化反应中形成有机锂杂聚集体[Li4Ar2（wBu）_2]（Ar = C6H4CH（Me）NMe2-2）
2. Optically active asymmetric di(tertiary phosphines). Crystal and molecular structure of [SP-4-3-(S_p,S)]-{1-[(2-chlorophenyl)-methylphosphino]-2-(dimethylphosphino)benzene-P,P'}{1-[1-(dimethylamino)ethyl]naphthyl-C~2, N}palladium(II)hexafluorophosphate [J] . Swarup Chatterjee, Mark D. George, Geoffrey Salem, Journal of the Chemical Society, Dalton Transactions. Inorganic Chemistry . 2001,第12期

机译：旋光性不对称二（叔膦）。 [SP-4-3-（S_p，S）]-{1-[（（2-氯苯基）-甲基膦基] -2-（二甲基膦基）苯-P，P'} {1- [1- （二甲氨基）乙基]萘基-C〜2，N}六氟磷酸钯（II）
3. Synthesis, characterization and crystallographic studies of 4-{(1E)-1-[(2E)-{[4-(dimethylamino)phenyl] methylidene}hydrazono]ethyl}benzene- 1,3-diol [J] . Kurian T.O., Sadaphale P., Paliwal L.J., Journal of chemical crystallography . 2013,第9期

机译：4-{（1E）-1-[（2E）-{[4-（二甲基氨基）苯基]亚甲基} hydr]乙基}苯-1,3-二醇的合成，表征和晶体学研究
4. Formation of Organolithium Hetero-Aggregates [Li4Ar2(nBu)2] (Ar=C6H4CH(Me)NMe2-2) during the Directed ortho-Lithiation of [1-(Dimethylamino)ethyl]benzene. [O] . Kronenburg, C.M.P., Rijnberg, E., Jastrzebski, J.T.B.H., 2005

机译：在[1-（二甲基氨基）乙基]苯的定向邻位锂化过程中形成有机锂杂聚物[Li4ar2（nBu）2]（ar = C6H4CH（me）Nme2-2）。

Formation of Organolithium Hetero-Aggregates[Li4Ar2(wBu)_2](Ar = C6H4CH(Me)NMe2-2)during the Directed orf/io-Lithiation of[1-(Dimethylamino)ethyl]benzene

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