What question did this study set out to answer?

The research aims to investigate the deprotonation of specific aniline derivatives using lithium and organoaluminum compounds.

April 12, 2026

Deprotonation of 2,6-((4-R1-C6H4)2CH)2-4-Me-C6H2 (R1 = H, CH3) by Lithium and Organoaluminum Compounds

Key Points

The research aims to investigate the deprotonation of specific aniline derivatives using lithium and organoaluminum compounds.
Interactions of anilines with nBuLi and AlMe3 at different temperatures
Characterization of products using IR, NMR, and X-ray diffraction
Thermogravimetric analysis to confirm compound structures
Formation of red crystals of N,C-dideprotonated complexes from nBuLi treatment
Creation of colorless monodeprotonation products with initial lithium interaction
Synthesis of adducts at room temperature and further complexes at elevated temperatures

Abstract

The interaction of anilines R1,MeArNH2 (R1,MeAr = 2,6-((4-R1-C6H4)2CH)2-4-Me-C6H2, R1 = H, Me) with 2 equivalents of nBuLi results in the formation of red crystals of N,C-dideprotonated complexes 3 and 4 through forming colorless monodeprotonation products R1,MeArN(H)Li (1, 2). Treatment of anilines with one (AlMe3)2 equivalent at room temperature yields adducts R1,MeArNH2AlMe3 (5, 6), and at 60 °C complex Me,MeArN(H)AlMe2 (7) is obtained, which is additionally confirmed by the thermogravimetric analysis of compound 6. The compositions and structures of the synthesized compounds are determined by IR and NMR spectroscopic techniques, the elemental and single crystal X-ray diffraction analyses (CCDC Nos. 2491614 3, 2491615 5).

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Cite This Study

Kushnerova et al. (Sun,) studied this question.

synapsesocial.com/papers/69db37964fe01fead37c593b https://doi.org/https://doi.org/10.1134/s0022476626030066

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