Surface-Confined Friedel–Crafts Alkylation Reaction of 2,4-Dialkoxylbenzyl Alcohols: An STM Study,The Journal of Physical Chemistry C

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Surface-Confined Friedel–Crafts Alkylation Reaction of 2,4-Dialkoxylbenzyl Alcohols: An STM Study
The Journal of Physical Chemistry C ( IF 3.3 ) Pub Date : 2021-07-14 , DOI: 10.1021/acs.jpcc.1c04692
Ying Xu ₁ , Ting Chen ₁ , Dong Wang ₁

Affiliation

The Friedel–Crafts (F–C) alkylation reaction on highly oriented pyrolytic graphite (HOPG) has been studied by scanning tunneling microscopy (STM) in an ambient environment. The self-assemblies of surface-confined F–C alkylation reaction products of 2,4-dialkoxybenzyl alcohol derivatives manifest an interesting reaction selectivity. The precursor 2,4-dimethoxybenzyl alcohol forms a self-assembly of methylene coupled cyclic tetramers and the precursor 2,4-bis(decyloxy)phenyl methanol forms a self-assembly of methylene coupled dimers. The formation of ordered assemblies of the oligomers is attributed to the surface confinement effect on the growth and alignment of products on the HOPG surface. The mass spectroscopy results suggest that the solution-synthesized products are polydisperse and have a higher degree of polymerization, which is apparently different from the results of the surface-confined F–C alkylation reaction.

中文翻译：

2,4-二烷氧基苄醇的表面限制性 Friedel-Crafts 烷基化反应：STM 研究

已通过扫描隧道显微镜 (STM) 在周围环境中研究了高取向热解石墨 (HOPG) 上的 Friedel-Crafts (F-C) 烷基化反应。2,4-二烷氧基苄醇衍生物的表面限制的 F-C 烷基化反应产物的自组装表现出有趣的反应选择性。前体 2,4-二甲氧基苄醇形成亚甲基偶联环状四聚体的自组装，前体 2,4-双（癸氧基）苯基甲醇形成亚甲基偶联二聚体的自组装。低聚物有序组装的形成归因于对 HOPG 表面上产物的生长和排列的表面限制效应。质谱结果表明溶液合成产物是多分散的，具有较高的聚合度，

更新日期：2021-07-22

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