- Synthesis and structural characterization of new stiff rod oligomeric domains by X-ray crystallography and NMR
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The monomers N,N′-dibenzylbenzene-1,4-diamine (1), N,N′-dibenzylnaphthalene-1,5-diamine (2), and N,N′-dibenzylanthracene-1,9-diamine (3) were reacted with phosgene in the presence of a base to produce the corresponding N,N′-dibenzyl-1,4-bis(chlorocarbonylamino)benzene (4), N,N′-dibenzyl-1,5-bis(chlorocarbonylamino)naphthalene (5), and N,N′-dibenzyl-9,10-bis(chlorocarbonylamino)anthracene (6). These monomers were used to create zigzag type stacks, in a stepwise fashion, of trimers and 9-mers of either 1,4-diureidobenzenes (PheK(3) and PheK(9)) or 1,5-diureidonaphthalenes (NapK(3) and NapK(9)). A byproduct in the formation of PheK(9) was a cyclic hexamer PheK(6). NMR gave evidence of the structure in solution while X-ray crystallographic information was obtained for 5, 6, NapK(3), and the cyclic PheK(6).
- Krebs, Frederik C.,Jorgensen, Mikkel
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p. 7511 - 7518
(2007/10/03)
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