Reactivity and NMR Spectroscopic Properties of Tri(tert-butyl)plumbyl-amine

1997 ◽  
Vol 52 (10) ◽  
pp. 1181-1184 ◽  
Author(s):  
Max Herberhold ◽  
Volker Tröbs ◽  
Hong Zhou ◽  
Bernd Wrackmeyer

Tri(tert-butyl)plumbyl-amine 1 was prepared and studied by one- (1D) and two-dimensional (2D) 1H, 13C, 15N and 207Pb NMR which allowed determination of the coupling signs 1J(207Pb,13C) (> 0), 2J(207Pb,13C) (> 0), 1J(207Pb,15N) (> 0; reduced coupling constant 1K(207Pb,I5N) < 0) and 2J(207Pb-N-1H) (< 0). Transamination of 1 with aniline and pyrazole afforded the corresponding aniline (2) and pyrazole derivatives (3), respectively. N-Lithiation of 1, followed by treatment with Me3SiCl gave the tri(tert-butyl)plumbyl-trimethylsilyl-amine 5. The multinuclear magnetic resonance data of 2, 3 and 5 are presented. Trimethylplumbylphenyl- amine and trimethylplumbyl-tert-butyl(dimethyl)silyl-amine were prepared and their NMR data were measured for comparison.

1991 ◽  
Vol 69 (7) ◽  
pp. 1156-1160 ◽  
Author(s):  
Tahar Lakhlifi ◽  
Ahmed Sedqui ◽  
Bernard Laude ◽  
Nguyen Dinh An ◽  
Joël Vebrel

Three azomethine ylide precursors including the methyl 3,4-dihydro-6,7-dimethoxyisoquinoline-3carboxylate moiety were synthesized. The 1,3-dipolar species formed from these products react with activated dipolarophilic olefines leading diastereospecifically to derivatives of 4′,5′-dimethoxy-1,2-benzo-4,7-imino-4-methoxycarbonyl-1-cycloheptene. Proton magnetic resonance data allowed the determination of the stereochemistry of the cycloadducts. Key words: cyclic azomethine ylide, azabicyclic compounds, stereochemistry.


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