Controlling the molecular arrangement of racemates through weak interactions: the synergy between π-interactions and halogen bonds

被引:5
|
作者
Romero-Nieto, Carlos [1 ,2 ]
de Cozar, A. [3 ,4 ]
Regulska, Elzbieta [1 ,2 ]
Mullenix, John B. [1 ]
Rominger, Frank [1 ]
Hindenberg, Philip [1 ]
机构
[1] Ruprecth Karls Univ Heidelberg, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
[2] Univ Castilla La Mancha, Fac Pharm, Calle Almansa 14 Edif Bioincubadora, Albacete 02008, Spain
[3] Univ Basque Country, Fac Quim, Dept Quim Organ 1, PK 1072, E-20018 San Sebastian, Spain
[4] IKERBASQUE, Basque Fdn Sci, Bilbao 48009, Spain
关键词
ORGANOCATALYSIS; STACKING; BINDING; DESIGN; NMR;
D O I
10.1039/d1cc01700d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
POMIDLINE HORIZONTAL ELLIPSISX and NMIDLINE HORIZONTAL ELLIPSISX halogen bonds in combination with pi-stacking interactions lead to the sorting of pi-extended R- and S-isomers. Theoretical calculations point to a positive synergistic effect between the pi-interactions and the halogen bonds to be the origin of such phenomena. As a result, enantiomeric building blocks form homoleptically connected quadrangular structures.
引用
收藏
页码:7366 / 7369
页数:5
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