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Design of Photosensitive Cobalt Complex Intermediates and Their Application in the Green Syntheses of Molecules Containing the Quinazolin-4(3H)-imine Scaffold
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-16 , DOI: 10.1021/acs.joc.1c02987 Xianwei Zhang 1 , Tianzhao Wang 2 , Shisheng Cui 1 , Lei Li 2 , Zhibing Zheng 1 , Chunlai Mi 1 , Bin Lin 2 , Xuhong Ren 2 , Xinhua He 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-16 , DOI: 10.1021/acs.joc.1c02987 Xianwei Zhang 1 , Tianzhao Wang 2 , Shisheng Cui 1 , Lei Li 2 , Zhibing Zheng 1 , Chunlai Mi 1 , Bin Lin 2 , Xuhong Ren 2 , Xinhua He 1
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Cobalt/photoredox cooperative catalysis is a well-explored technology for visible-light photoredox catalysis. Recently, the photosensitivity of Co(II) complexes in homogeneous catalysis has aroused the interest of scientists. In this study, photosensitive Co(II) complex intermediates were designed to develop new synthetic methods. These intermediates, consisting of Co(II) and two substrate molecules, bind to O2 and absorb visible light over a wide spectral range, triggering in situ oxidative decarboxylation to produce molecules containing the quinazolin-4(3H)-imine scaffold. These reactions employed glyoxylic acid and ketoacids as new building blocks, and good to excellent yields of the corresponding products were obtained under mild reaction conditions using green and inexpensive reagents and solvents. These results are of importance since the design of Co-based photosensitive intermediates will aid in establishing novel methods for harnessing visible light and hence lead to innovation in organic syntheses.
中文翻译：
光敏钴络合物中间体的设计及其在喹唑啉-4(3H)-亚胺支架分子的绿色合成中的应用
钴/光氧化还原协同催化是一种成熟的可见光光氧化还原催化技术。最近，Co(II)配合物在均相催化中的光敏性引起了科学家们的兴趣。在这项研究中，光敏 Co(II) 复合中间体旨在开发新的合成方法。这些中间体由 Co(II) 和两个底物分子组成，与 O 2结合并吸收宽光谱范围内的可见光，触发原位氧化脱羧生成含有 quinazolin-4(3 H)-亚胺支架。这些反应采用乙醛酸和酮酸作为新的结构单元，在温和的反应条件下，使用绿色且廉价的试剂和溶剂，获得了良好至优异的相应产物产率。这些结果很重要，因为钴基光敏中间体的设计将有助于建立利用可见光的新方法，从而导致有机合成的创新。
更新日期：2022-06-16
中文翻译：
光敏钴络合物中间体的设计及其在喹唑啉-4(3H)-亚胺支架分子的绿色合成中的应用
钴/光氧化还原协同催化是一种成熟的可见光光氧化还原催化技术。最近，Co(II)配合物在均相催化中的光敏性引起了科学家们的兴趣。在这项研究中，光敏 Co(II) 复合中间体旨在开发新的合成方法。这些中间体由 Co(II) 和两个底物分子组成，与 O 2结合并吸收宽光谱范围内的可见光，触发原位氧化脱羧生成含有 quinazolin-4(3 H)-亚胺支架。这些反应采用乙醛酸和酮酸作为新的结构单元，在温和的反应条件下，使用绿色且廉价的试剂和溶剂，获得了良好至优异的相应产物产率。这些结果很重要，因为钴基光敏中间体的设计将有助于建立利用可见光的新方法，从而导致有机合成的创新。
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