Direct Aniline Formation with Benzene and Hydroxylamine

Direct Aniline Formation with Benzene and Hydroxylamine
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DOI:
10.3390/chemistry5040139
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发表时间:
2023-09
期刊:
影响因子:
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通讯作者:
Ningyu Liu;Matthew D. Sleck;W. Jones
Ningyu Liu;Matthew D. Sleck;W. Jones
中科院分区:
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文献类型:
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作者:
Ningyu Liu;Matthew D. Sleck;W. Jones

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考察了苯胺形成的一步法。以钒酸盐为催化剂,氧化铁为助催化剂,盐酸羟胺为胺源,苯胺的收率可达90%以上,选择性高。进一步的研究表明,整个反应是伪二级的羟胺浓度。区域选择性H-D交换实验表明,C-N键形成步骤通过不可逆亲电途径发生。基于所有的关键观察,提出了一种机制。
A single-step method for aniline formation was examined. Using a vanadate catalyst with an iron oxide co-catalyst and hydroxylamine hydrochloride as the amine source, an up to 90% yield of aniline was obtained with high selectivity. Further study showed that the overall reaction was pseudo-second order in terms of hydroxylamine concentration. Regioselective H-D exchange experiments suggest that the C-N bond formation step occurs via an irreversible electrophilic pathway. Based on all of the key observations, a mechanism is proposed.