Regioselective Carbon‐Halogen Bond Formation in the Reaction of Ag(III)  N ‐Confused Porphyrin Complex with HCl or HBr | Zendy

Sumra Idrees | Zendy; Irfan Majeed | Zendy; He Huowang | Zendy; Zhang Yihuan | Zendy; Hao Fei | Zendy; Lin Jinhong | Zendy; Osuka Atsuhiro | Zendy; Zeng Zhuo | Zendy; Jiang HuaWei | Zendy

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Regioselective Carbon‐Halogen Bond Formation in the Reaction of Ag(III) N ‐Confused Porphyrin Complex with HCl or HBr

Author(s) -

Sumra Idrees,

Irfan Majeed,

He Huowang,

Zhang Yihuan,

Hao Fei,

Lin Jinhong,

Osuka Atsuhiro,

Zeng Zhuo,

Jiang HuaWei

Publication year - 2021

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202100777

Subject(s) - chemistry , halogenation , regioselectivity , halogen , porphyrin , yield (engineering) , halide , medicinal chemistry , alkoxy group , photochemistry , organic chemistry , alkyl , catalysis , materials science , metallurgy

A facile inner halogenation of Ag(III) NCP complex 1 is reported. Treatment of 1 with 2 N HCl and 1 N HBr gave 2 and 4 , respectively. A demetallized product 3 was formed as a trace side product when dilute acids were applied and as a predominant product when treated with concentrated acids. The importance of the C3‐ethoxy group for the halogenation reactions was experimentally indicated. Treatment of 1 with 4 N H 2 SO 4 gave carbaporpholactam 6 in good yield. Halide anions are suggested to accelerate the demetallation reaction of 1 .

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