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一种新型可回收的二溴化物试剂,用于在无溶剂条件下高效溴化。

A new recyclable ditribromide reagent for efficient bromination under solvent free condition.

作者信息

Kavala Veerababurao, Naik Sarala, Patel Bhisma K

机构信息

Department of Chemistry, Indian Institute of Technology Guwahati, Assam, India.

出版信息

J Org Chem. 2005 May 27;70(11):4267-71. doi: 10.1021/jo050059u.

Abstract

1,2-Dipyridiniumditribromide-ethane (DPTBE) has been synthesized and explored as a new efficient brominating agent. The crystalline ditribromide reagent is stable for months and acts as a safe source of bromine requiring just 0.5 equiv for complete bromination. It has high active bromine content per molecule and shows a remarkable reactivity compared to other tribromide reagents toward various substrates by just grinding the reagent and substrates in a porcelain mortar at room temperature. No organic solvent has been used during any stage of the reaction for substrates giving product as solid. Product can easily be isolated by just washing the highly water soluble 1,2-dipyridiniumdibromide-ethane (DPDBE) from the brominated product. The spent reagent can be recovered, regenerated, and reused without any significant loss.

摘要

1,2-二吡啶二溴乙烷(DPTBE)已被合成并作为一种新型高效溴化剂进行研究。这种结晶二溴化物试剂可稳定保存数月,作为一种安全的溴源,完全溴化只需0.5当量。它每分子具有高活性溴含量,与其他三溴化物试剂相比,通过在室温下于瓷研钵中研磨试剂和底物,对各种底物显示出显著的反应活性。对于生成固体产物的底物,在反应的任何阶段都未使用有机溶剂。只需将高度水溶性的1,2-二吡啶二溴乙烷(DPDBE)从溴化产物中洗涤掉,即可轻松分离出产物。用过的试剂可以回收、再生和重复使用,且没有任何显著损失。

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