Synthesis of rhodium complexes with chiral diene ligands based on R-carvone

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Organometallic Chemistry Pub Date : 2025-04-01 Epub Date: 2025-02-03 DOI:10.1016/j.jorganchem.2025.123554
Tatiana N. Petrushina, Alexey N. Rodionov, Yulia V. Nelyubina, Dmitry S. Perekalin
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Abstract

Allylic chlorination of R-carvone and subsequent nucleophilic substitution produced chiral diene ligands with additional pyrazole, phthalimide, or diethyl phosphonate coordinating groups. Reactions of these ligands with [(C2H4)2RhCl]2 produced the corresponding 16-electron rhodium complexes (carvone-L)RhCl. The pyrazole-based ligand formed the most stable complex, which was characterized by the X-ray diffraction. This complex catalyzed the insertion of aryldiazoacetates into BH bond and cyclopropanation of 2,3-dihydrofurane but gave only racemic products.
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r -香芹酮手性二烯配体铑配合物的合成
r -香豆酮的烯丙基氯化和随后的亲核取代产生具有额外吡唑、邻苯二胺或膦酸二乙酯配位基的手性二烯配体。这些配体与[(C2H4)2RhCl]2反应生成相应的16电子铑配合物(香芹酮- l)RhCl。以吡唑为基础的配体形成了最稳定的配合物,并用x射线衍射对其进行了表征。该配合物催化芳基重氮乙酸酯插入B−H键和2,3-二氢呋喃的环丙烷化,但只生成外消旋产物。
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来源期刊
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
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