Metal-catalyzed direct heteroarylation of C-H (meso) bonds in porphyrins: facile synthesis and photophysical properties of novel meso-heteroaromatic appended porphyrins

被引：3

作者：

Khandagale, Santosh B. ^{[1
]}

Pilania, Meenakshi ^{[1
]}

Arun, V. ^{[1
]}

Kumar, Dalip ^{[1
]}

机构：

[1] Birla Inst Technol & Sci, Dept Chem, Pilani 333031, Rajasthan, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 12期

关键词：

DIRECT ARYLATION; FUNCTIONALIZED PORPHYRINS; SUBSTITUTED PORPHYRINS; EFFICIENT SYNTHESIS; ARYL HALIDES; ACTIVATION; BROMIDES; IODIDES;

D O I：

10.1039/c8ob00174j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and rapid microwave-assisted synthesis of heteroaromatic appended porphyrins using the Pd/Cu-catalyzed C-C coupling of meso-bromoporphyrins with various five- and six-membered heteroaromatic azoles has been successfully developed. The prepared heteroaromatic porphyrins 7a-lNi were found to exhibit slightly red-shifted (approximate to 5-10 nm) Soret and Q bands. The developed reaction conditions are useful for the preparation of diversely substituted heteroaromatic porphyrins (A(3)B- and A(2)B(2)-types).

引用

页码：2097 / 2104

页数：8

共 4 条

[1] Functionalization of Porphyrins Using Metal-Catalyzed C-H Activation
Kiselev, Aleksey N.
Syrbu, Sergey A.
Lebedeva, Natalia Sh
Gubarev, Yury A.
INORGANICS, 2022, 10 (05)
[2] Transition metal-catalyzed direct nucleophilic addition of C-H bonds to carbon-heteroatom double bonds
Zhang, Xi-Sha
Chen, Kang
Shi, Zhang-Jie
CHEMICAL SCIENCE, 2014, 5 (06) : 2146 - 2159
[3] Double Cleavage of sp2 C-H and sp3 C-H Bonds on One Metal Center: DMF-Appended Cyclometalated Platinum(II) and -(IV) Porphyrins
Yamaguchi, Shigeru
Shinokubo, Hiroshi
Osuka, Atsuhiro
INORGANIC CHEMISTRY, 2009, 48 (03) : 795 - 797
[4] Transition-Metal-Catalyzed Hydroarylation Reactions of Alkynes Through Direct Functionalization of C-H Bonds: A Convenient Tool for Organic Synthesis
Kitamura, Tsugio
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (08) : 1111 - 1125

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