Organotin(IV) Compounds Catalyzed Cyanide-free Synthesis of α-Iminonitriles

IF 3.5 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Dalton Transactions Pub Date : 2025-04-14 DOI:10.1039/d5dt00492f

Manish Kumar, Sudipta Chakraborty, Hari Pada Nayek

引用次数: 0

Abstract

Two polydentate pro-ligands (H2L1 and H3L2) have been reacted with different organotin(IV) halides such as Ph2SnCl2, (t-Bu)2SnCl2, and (n-Bu)2SnCl2 to synthesize six organotin(IV) compounds, [R2Sn(L1)] (R = Ph(1), t-Bu(2), n-Bu(3)) and [R2Sn(HL2)] (R= Ph(4), t-Bu(5), n-Bu (6)) respectively. All organotin(IV) compounds were characterized by FT-IR spectroscopy, 1H, 13C{1H}, and 119Sn{1H} NMR spectroscopy, HR-MS spectrometry, and single crystal X-ray diffraction analysis. The Single crystal X-ray diffraction analyses reveal that all compounds contain a penta-coordinated tin atom except 1. Compound 1 is hexacoordinated. All organotin compounds show catalytic efficiency towards the synthesis of α-iminonitriles with a maximum yield of up to 88%. The α-iminonitriles are synthesized from trans-β-nitrostyrene derivatives and 2-aminopyridine derivatives without using any cyanating agent.

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有机锡（IV）化合物催化无氰合成α-亚硝基

两种多齿前配体（H2L1和H3L2）与不同的有机锡（IV）卤化物Ph2SnCl2、（t-Bu）2SnCl2和（n-Bu）2SnCl2反应，分别合成了6种有机锡（IV）化合物[R2Sn(L1)] (R= Ph(1)、t-Bu（2)、n-Bu(3)）和[R2Sn(HL2)] (R= Ph(4)、t-Bu（5)、n-Bu(6)）。所有有机锡（IV）化合物通过FT-IR光谱、1H、13C{1H}和119Sn{1H} NMR光谱、HR-MS光谱和单晶x射线衍射分析进行了表征。单晶x射线衍射分析表明，除1外，所有化合物均含有一个五配位锡原子。化合物1是六配位的。所有有机锡化合物对α-亚硝基腈的合成均表现出催化效率，收率最高可达88%。在不使用任何氰化剂的情况下，由反式β-硝基苯乙烯衍生物和2-氨基吡啶衍生物合成α-亚硝基腈。

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来源期刊

Dalton Transactions 化学-无机化学与核化学

CiteScore

6.60

自引率

7.50%

发文量

1832

审稿时长

1.5 months

期刊介绍： Dalton Transactions is a journal for all areas of inorganic chemistry, which encompasses the organometallic, bioinorganic and materials chemistry of the elements, with applications including synthesis, catalysis, energy conversion/storage, electrical devices and medicine. Dalton Transactions welcomes high-quality, original submissions in all of these areas and more, where the advancement of knowledge in inorganic chemistry is significant.