Bis-4,4'-biphenyl Ring Embedded Octaphyrin with Three Distinct Conformational Structures

Sangya Chitranshi; B. Adinarayana; Mainak Das; Won-Young Cha; Dongho Kim; A. Srinivasan

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Bis-4,4'-biphenyl Ring Embedded Octaphyrin with Three Distinct Conformational Structures

机译：双-4,4'-biphenyl环嵌入八萘丁，具有三个不同的构象结构

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摘要

Three distinct conformational structures of carbaoctaphyrins were prepared by incorporating bis-4,4'-biphenyl units in the macrocyclic core. The free-base form adopts a figure-eight conformation, whereas the protonation triggers a conformational change with a pyrrole ring inversion and acquires an open-framework structure. The insertion of bis-Rh~I metal ion in the macrocyclic core affords a singly twisted conformational structure. Furthermore, the local aromaticity in the bis-4,4'-biphenyl ring dominates the overall macrocyclic aromaticity in all three forms, and thus adopts nonaromatic characteristics. These results are supported by spectral as well as theoretical studies, and they are unambiguously confirmed by X-ray crystal analyses.

机译：通过掺入大环核中的双-4,4'-联苯单元来制备三种不同构象结构。自由碱形式采用图 - 八构象，而质子化触发了吡咯环反转的构象变化，并获取开放式框架结构。在大环芯中插入BIS-RH〜I金属离子提供单扭曲的构象结构。此外，双-4,4'-联烯基环中的局部芳香性在所有三种形式中占据了总体巨环芳香性，因此采用非芳族特性。这些结果由光谱以及理论研究支持，并且通过X射线晶体分析明确地证实。

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来源
《Chemistry: A European journal》 |2019年第56期|共5页
作者
Sangya Chitranshi; B. Adinarayana; Mainak Das; Won-Young Cha; Dongho Kim; A. Srinivasan;
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作者单位

National Institute of Science Education and Research (NISER) HBNI Bhubaneswar 752050 Odisha (India);

National Institute of Science Education and Research (NISER) HBNI Bhubaneswar 752050 Odisha (India);

National Institute of Science Education and Research (NISER) HBNI Bhubaneswar 752050 Odisha (India);

Department of Chemistry and Spectroscopy Laboratory for Functional p-Electronic Systems Yonsei University Seoul 03722 (Korea);

Department of Chemistry and Spectroscopy Laboratory for Functional p-Electronic Systems Yonsei University Seoul 03722 (Korea);

National Institute of Science Education and Research (NISER) HBNI Bhubaneswar 752050 Odisha (India);

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正文语种 eng
中图分类应用化学;
关键词
carbaporphyrinoids; coordination chemistry; expanded porphyrins; nonaromaticity; octaphyrin;

机译：碳酸卟啉;协调化学;膨胀卟啉;非大气;octophyrin;

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专利

1. Bis-4,4'-biphenyl Ring Embedded Octaphyrin with Three Distinct Conformational Structures [J] . Sangya Chitranshi, B. Adinarayana, Mainak Das, Chemistry: A European journal . 2019,第56期

机译：双-4,4'-biphenyl环嵌入八萘丁，具有三个不同的构象结构
2. Comparison crystal structure conformations of two structurally related biphenyl analogues: 4,4′-bis[3-(pyrrolidin-1-yl)prop-1-yn-1-yl]-1,1′-biphenyl and 4,4′-bis{3-[(S)-2-methylpyrrolidin-1-yl]prop-1-yn-1-yl}-1,1′-biphenyl [J] . Wan A., Penthala N.R., Fifer E.K., Acta Crystallographica Section E: Crystallographic Communications . 2015,第10期

机译：两个结构相关联苯类似物的比较晶体结构构象：4,4'-双[3-（吡咯烷-1-基）丙-1-基-1-基] -1,1'-联苯和4,4'-双{3-[（（S）-2-甲基吡咯烷-1-基] prop-1-yn-1-yl} -1,1'-联苯
3. Transient space-charge-perturbed currents of N,N'-diphenyl-N,N'-bis(1-naphthyl)-1,1'-biphenyl-4,4'-diamineand N,N'-diphenyl-N,N'-bis (3-methylphenyl)-1,1'-biphenyl-4,4'-diamine in diode structures [J] . Haoyuan Li, Lian Duan, Deqiang Zhang, Applied Physics Letters . 2014,第18期

机译：N，N'-联苯-N，N'-双（1-萘基）-1,1'-联苯-4,4'-二胺和N，N'-联苯-N，N的瞬态空间电荷扰动电流二极管结构中的'-双（3-甲基苯基）-1,1'-联苯-4,4'-二胺
4. Blue organic light emitting diode (OLED) from two-layer structure of 4,4'-bis(2,2'diphenylvinil)-1,1'-biphenyl (DPVBi) and PVK [C] . Othman, M.K., Salleh, . 2004

机译：由4,4'-双（2,2'diphenylvinil）-1,1'-联苯（DPVBi）和PVK的两层结构构成的蓝色有机发光二极管（OLED）
5. Role of N-acetyltransferase (NAT) polymorphism on 4,4'-methylene bis (2-chloroaniline) and 4,4'-methylenedianiline (MDA) acetylation, MDA hepatotoxicity and a proposal to study NAT expression in breast cancer. [D] . Zhang, Xiaoyan. 2005

机译：N-乙酰基转移酶（NAT）多态性对4,4'-亚甲基双（2-氯苯胺）和4,4'-亚甲基二苯胺（MDA）乙酰化，MDA肝毒性的作用以及研究NAT在乳腺癌中表达的建议。
6. Comparison crystal structure conformations of two structurally related biphenyl analogues: 44′-bis3-(pyrrolidin-1-yl)prop-1-yn-1-yl-11′-biphenyl and 44′-bis{3-(S)-2-methylpyrrolidin-1-ylprop-1-yn-1-yl}-11′-biphenyl [O] . Anqi Wan, Narsimha Reddy Penthala, E. Kim Fifer, 2015

机译：两种结构相关联苯类似物的比较晶体结构构象：44-双3-（吡咯烷-1-基）丙-1-基-1-基 -11-联苯和44-双{3-（S）-2-甲基吡咯烷-1-基 prop-1-yn-1-yl} -11-联苯
7. Comparison crystal structure conformations of two structurally related biphenyl analogues: 4,4′-bis[3-(pyrrolidin-1-yl)prop-1-yn-1-yl]-1,1′-biphenyl and 4,4′-bis{3-[(S)-2-methylpyrrolidin-1-yl]prop-1-yn-1-yl}-1,1′-biphenyl [O] . Anqi Wan, Narsimha Reddy Penthala, E. Kim Fifer, 2015

机译：比较两种结构相关的联苯类似物的晶体结构构象：4,4'-双[3-（吡咯烷-1-基）丙-1-炔-1-基] -1,1'-联苯和4,4'-双{3 - [（s）-2-甲基吡咯烷-1-基]丙-1-炔-1-基} -1,1'-联苯
8. Crystal Structure Analysis of the Nematogenic Compound 2,2'-Dibromo-4,4'-Bis (P-Methoxybenzylideneamino) Biphenyl. [R] . Lesser, D. P., de Vries, A., Reed, J. W., 1973

机译：新生化合物2,2'-二溴-4,4'-双（对甲氧基亚苄基氨基）联苯的晶体结构分析。

Bis-4,4'-biphenyl Ring Embedded Octaphyrin with Three Distinct Conformational Structures

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