Perfluorocarbon-hydrocarbon self-assembly -: Part 16.: 19F NMR study of the halogen bonding between halo-perfluorocarbons and heteroatom containing hydrocarbons

被引:134
作者
Metrangolo, P
Panzeri, W
Recupero, F
Resnati, G
机构
[1] Politecn Milan, Dept Chem, I-20131 Milan, Italy
[2] CNR, Ctr Studio Sostanze Organ Nat, I-20131 Milan, Italy
关键词
fluorine; nuclear magnetic resonance; noncovalent interactions; halogen bonding; supramolecular chemistry;
D O I
10.1016/S0022-1139(01)00558-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The halogen bonding between structurally different halo-perfluorocarbons (R-f-X, R-f = aliphatic or aromatic perfluorinated residue, X = 1, Br, Cl) and heteroatom containing hydrocarbons (HC-D, HC = hydrocarbon residue, D = electron donor heteroatom) results in the formation of R-f-(XD)-D-...-HC complexes in the liquid phase. This formation strongly affects the F-19 NMR spectra of the perfluorinated partners. The Deltadelta(-CF2X),X and the Deltadelta(-CF=CX-) values of perfluoroalkyl and aryl derivatives is proven to be a simple, powerful, and versatile tool to rank the tendency of perfluorocarbon and HC modules to be involved in halogen bonding formation. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:27 / 33
页数:7
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