Triazoliptycenes: A Twist on Iptycene Chemistry for Regioselective Cross-Coupling To Build Nonstacking Fluorophores

Triazoliptycenes: A Twist on Iptycene Chemistry for Regioselective Cross-Coupling To Build Nonstacking Fluorophores
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DOI:
10.1021/acs.orglett.7b03239
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发表时间:
2017-12-01
期刊:
影响因子:
5.2
通讯作者:
Lee, Dongwhan
Lee, Dongwhan
中科院分区:
化学1区
文献类型:
--
作者:
Kang, Taewon;Kim, Hongsik;Lee, Dongwhan

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设计并合成了三唑并蝶烯荧光团,其中采用三维螺旋桨状蝶烯基序来抑制固态中的分子间π-π堆积。这种模块化合成成功的关键是由蝶烯支架施加的立体电子偏置,其有助于C-N交叉偶联步骤中所需的区域选择性,作为从共同前体的最后阶段结构多样化。
Triazoliptycene fluorophores have been designed and synthesized, in which a three-dimensional propeller -like iptycene motif is employed to suppress intermolecular pi-pi stacking in the solid state. Key to the success of this modular synthesis is a stereoelectronic bias imposed by the iptycene scaffold, which assists the desired regioselectivity in the C-N cross-coupling step as the last stage structure diversification from a common precursor.