Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts

被引:14
作者
Daines, Elena A. [1 ]
Bolotin, Dmitrii S. [1 ]
Bokach, Nadezhda A. [1 ]
Gurzhiy, Vladislav V. [2 ]
Zhdanov, Andrey P. [3 ]
Zhizhin, Konstantin Yu. [3 ]
Kuznetsov, Nikolay T. [3 ]
机构
[1] St Petersburg State Univ, Inst Chem, Univ Skaya Nab,7-9, St Petersburg 199034, Russia
[2] St Petersburg State Univ, Inst Earth Sci, Univ Skaya Nab 7-9, St Petersburg 199034, Russia
[3] Russian Acad Sci, NS Kurnakov Inst Gen & Inorgan Chem, Leninsky Pr,31, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
closo-Decaborate; Nucleophilic addition; Nitrile; Push-pull alkene; NEUTRON-CAPTURE THERAPY; 2-AMINO-1,1,3-TRICYANOPROPENE DIMERIC MALONONITRILE; B-H ACTIVATION; CONDENSATION PRODUCTS; CRYSTAL-STRUCTURES; ANION DERIVATIVES; 1ST EXAMPLE; BORON; COMPLEXES; METAL;
D O I
10.1016/j.ica.2017.11.054
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by (BuLi)-Bu-n to give the reactive carbanions (RRHC(-))-R-2-H-3 (R-2/R-3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C=N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R-1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R-1)=(CRR3)-R-2](2) (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by H-1 and B-11 NMR, HR ESI+/- -MS, and also by single-crystal X-ray diffraction. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:372 / 376
页数:5
相关论文
共 61 条
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Zhizhin, K. Yu. ;
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RUSSIAN CHEMICAL BULLETIN, 2014, 63 (01) :194-200