Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity

被引:5
作者
Dutta, Arnab [1 ]
Stawski, Wojciech [2 ,3 ]
Kijewska, Monika [2 ]
Pawlicki, Milosz [1 ]
机构
[1] Jagiellonian Univ, Fac Chem, PL-30387 Krakow, Poland
[2] Univ Wroclaw, Dept Chem, PL-50383 Wroclaw, Poland
[3] Univ Oxford, Dept Chem, CRL, 12 Mansfield Rd, Oxford OX1 3TA, England
关键词
O HYDROGEN-BOND; C-H; PORPHYRINOIDS;
D O I
10.1021/acs.orglett.1c03605
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 14 pi-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics. In addition, the edge modulation of acene via the attachment of a specific isomer of the conjugated system gives steric confinements that are characteristic of small macrocycles, forcing substantially short C(H)center dot center dot center dot O electrostatic interactions that are documented spectroscopically with the support of X-ray analysis.
引用
收藏
页码:9436 / 9440
页数:5
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