Diastereoselective self-assembly of chiral diamine-chelated aryllithiums to dimeric aggregates |
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| Authors: | Arink Anne M Kronenburg Claudia M P Jastrzebski Johann T B H Lutz Martin Spek Anthony L Gossage Robert A van Koten Gerard |
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| Institution: | Debye Institute, Department of Metal-Mediated Synthesis, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands. |
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| Abstract: | Aryllithium compounds LiC6H4(CH2N(Et)CH2CH2NEt2)-2]2 (2b), LiC6H4(CH(Me)N(Me)CH2CH2NMe2-(R))-2]2 ((R)-3b), and LiC6H4(CH(Me)N(Me)CH2CH2NMe2-(rac))-2]2 ((rac)-3b) were synthesized and characterized in the solid state and in solution. X-ray crystallographic studies of 2b and (R)-3b and molecular weight determinations of 2b, (R)-3b, and (rac)-3b by cryoscopy in benzene showed that, both in the solid state and in apolar, noncoordinating solvents such as benzene, these compounds exist as discrete dimeric aggregates. For (R)-3b and (rac)-3b the aggregation process of two monomeric aryllithium units to one dimer is highly diastereoselective. |
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