2-(Naphthalen-1-yl)thiophene as a New Motif for Porphyrinoids: Meso-Fused Carbaporphyrin,Journal of the American Chemical Society

当前位置： X-MOL 学术 › J. Am. Chem. Soc. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

2-(Naphthalen-1-yl)thiophene as a New Motif for Porphyrinoids: Meso-Fused Carbaporphyrin
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-03-02 , DOI: 10.1021/jacs.6b01063
Jung-Ho Hong ₁ , Adil S. Aslam ₁ , Masatoshi Ishida ₂ , Shigeki Mori ₃ , Hiroyuki Furuta ₂ , Dong-Gyu Cho ₁

Affiliation

The first synthesis of meso-fused carbaporphyrin via a premodification method was accomplished by substituting two pyrrole moieties and one meso-carbon with 2-(naphthalen-1-yl)thiophene. The obtained global π-conjugation pathway of the macrocycle noticeably disturbs the 10π local aromaticity of naphthalene, and its aromatic nature was supported by NMR spectroscopy together with nucleus-independent chemical shift, anisotropy of the induced current density, and harmonic oscillator stabilization energy calculations. In addition, the meso-fused carbaporphyrin also allowed the formation of a square planar Pd(II) complex.

中文翻译：

2-(Naphthalen-1-yl) 噻吩作为类卟啉的新基序：介晶稠合碳卟啉

通过用 2-(naphthalen-1-yl) 噻吩取代两个吡咯部分和一个中间碳，通过预修饰方法首次合成内消旋稠合碳卟啉。获得的大环全局 π 共轭通路显着扰乱了萘的 10π 局部芳香性，其芳香性得到了核磁共振光谱以及与核无关的化学位移、感应电流密度的各向异性和谐振子稳定能量计算的支持。此外，介孔融合的碳卟啉还允许形成方形平面 Pd(II) 复合物。

更新日期：2016-03-02

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南