Wide rim urethanes derived from calix[4]arenes:: Synthesis and self-assembly

被引:7
作者
Cao, YD [1 ]
Vysotsky, MO [1 ]
Böhmer, V [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Fachbereich Chem Pharm & Geowissensch, Abt Lehramt Chem, D-55099 Mainz, Germany
关键词
D O I
10.1021/jo0524369
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Calix[4]arenes 4, substituted at the wide rim by four N-tolyl-urethane groups, were synthesized, as well as derivatives 10a,b bearing two or three tolyl-urea groups beside of one or two urethane group(s). In contrast to tetra-tolyl urea 11, the urethane derivatives do not form hydrogen-bonded, dimeric capsules in CDCl3 or benzene-d(6), but the dimerization can be induced for the triurea 10b by tetraethylammonium cations as guests. The quantitative formation of heterodimers is observed for all urethanes 4 and 10a,b in benzene-d6 in mixtures with a "tetra-loop" tetraurea 14, while "bisloop" tetraureas 13 require di- or triurea derivatives 10a,b for a clean heterodimerization.
引用
收藏
页码:3429 / 3434
页数:6
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