標題: Reversing the Handedness of Self-Assembled Porous Molecular Networks through the Number of Identical Chiral Centres
作者: Tahara, Kazukuni
Noguchi, Aya
Nakayama, Ruri
Ghijsens, Elke
De Feyter, Steven
Tobe, Yoshito
應用化學系
Department of Applied Chemistry
關鍵字: chirality;dehydrobenzo[12]annulene;liquid;solid interfaces;scanning tunnelling microscopy;self-assembly
公開日期: 3-Jun-2019
摘要: Scanning tunnelling microscope observations at the 1-phenyloctane/graphite interface reveal how chiral structural information at the molecular level is transferred and expressed structurally at the 2D supramolecular level for a porous system. The chirality of self-assembled molecular networks formed by chiral dehydrobenzo[12]annulene (cDBA) derivatives having three chiral chains and three achiral chains, alternatingly, is compared with those of cDBAs having six chiral chains reported previously. While for all cDBAs homochiral surfaces are formed, their handedness is not simply a reflection of the absolute configuration of the stereogenic centres. Both the number of stereogenic centres as well as the length of the achiral chains determine the supramolecular handedness, providing a deep insight into the supramolecular chirality induction mechanisms at play. Moreover, these cDBAs act to induce chirality in porous networks formed by achiral DBAs.
URI: http://dx.doi.org/10.1002/anie.201902565
http://hdl.handle.net/11536/152139
ISSN: 1433-7851
DOI: 10.1002/anie.201902565
期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume: 58
Issue: 23
起始頁: 7733
結束頁: 7738
Appears in Collections:Articles