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meso‐Functionalization of Boron(III) Subporphyrin with Boron(III) meso‐Lithiosubporphyrin
Chemistry - A European Journal ( IF 4.3 ) Pub Date : 2018-07-19 , DOI: 10.1002/chem.201802339
Yosuke Bekki 1 , Daiki Shimizu 1 , Keisuke Fujimoto 1 , Atsuhiro Osuka 1
Affiliation  

Boron(III) meso‐lithiosubporphyrin was prepared by bromine–lithium exchange of B‐tolyl BIII meso‐bromosubporphyrin with n‐butyllithium at −98 °C. The resulting subporphyrinyllithium was treated with various electrophiles such as benzophenone, N,N‐dimethylformamide, CO2, chlorotrimethylsilane, N‐fluorobenzenesulfonimide, and dimesitylboryl fluoride to give the corresponding meso‐functionalized BIII subporphyrins. The nucleophile was also used to construct BIII subporphyrin dimers such as bis(BIII subporphyrinyl)ketone, bis(BIII subporphyrinyl)carbinol, and disilane‐bridged BIII subporphyrin dimer. The structural, optical, and electrochemical properties of these meso‐functionalized BIII subporphyrins were examined by UV/Vis absorption and fluorescence spectroscopy, electrochemical studies, and DFT calculations.

中文翻译:

硼(III)介孔硫代亚硫基卟啉的细观功能化

硼(III)内-亚硫基亚卟啉是通过在-98°C下溴化锂与B-甲苯基B III -亚溴亚卟啉与丁基锂的交换而制得的。生成的亚卟啉基锂用各种亲电试剂处理,如二苯甲酮,NN-二甲基甲酰胺,CO 2,氯三甲基硅烷,N-氟苯磺酰亚胺和二聚三氟甲基苯甲酸酯,得到相应的内消旋官能化的B III亚卟啉。亲核试剂还用于构建B III亚卟啉二聚体,例如双(B III亚卟啉基)酮,双(B III亚卟啉)和乙硅烷桥联的B III亚卟啉二聚体。这些中功能化的B III亚卟啉的结构,光学和电化学性质通过UV / Vis吸收和荧光光谱,电化学研究和DFT计算进行了检查。
更新日期:2018-07-19
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