Synthesis and Characterization of 3-Chloropropyl-substituted o-Carboranes: Crystal Structures of 1,2-(1,3-Propanediyl)-o-carborane, 1-(3-Chloropropyl)-o-carborane and 1,2-Bis(3-chloropropyl)-o-carborane

被引：1
|
作者：
Bian, Deqian [1 ]
Nie, Yong [1 ]
Miao, Jinling [1 ]
Zhang, Zhenwei [1 ]
Lu, Ping [1 ]
机构：
[1] Univ Jinan, Sch Chem & Chem Engn, Shandong Prov Key Lab Fluorine Chem & Chem Mat, Jinan 250022, Peoples R China
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2013年 / 68卷 / 07期
基金：
中国国家自然科学基金;
关键词：
o-Carborane; Chloropropyl; Functionalization; Synthesis; Crystal Structure; PHARMACOPHORES; REACTIVITY;
D O I：
10.5560/ZNB.2013-3098
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reactions of the lithio-o-carborane Li2C2B10H10 with ClCH2CH2CH2Br were studied under various conditions. While the main product is the known exo-polyhedrally cyclized 1,2-(1,3-propanediyl)-o-carborane (2), the expected 3-chloropropyl-substituted carborane products 1-(ClCH2CH2CH2)C2B10H11 (3) and 1,2-(ClCH2CH2CH2)(2)C2B10H10 (4) can be obtained in a total yield of 22%. In the presence of CuCl, the same reaction proceeded rather slowly and gave compound 3 and bis(o-carborane) (5) in small yields, with the recovery of the starting o-C2B10H12. Compounds 2-4 were characterized by means of IR and NMR spectroscopy and mass spectrometry, as well as by single-crystal X-ray diffraction.
引用
收藏
页码：804 / 810
页数：7
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