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Heterodimers for molecular recognition by fourfold hydrogen bonds

✍ Scribed by Ulrich Lüning; Christine Kühl

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
233 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

DAAD hydrogen bond donor (D) and acceptor (A) arrays 1 were synthesized and the recognition of the complementary ADDA substrates 2 and heterodimer formation by four hydrogen bonds was measured by tH NMR titrations. The binding energy ofa sterically not crowded dimer is in accordance with the value calculated from increments.

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Hydrogen bonding of benzenesulfonamides
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## Abstract Benzenesulfonamides represent a hydrogen donor‐acceptor moiety that is changed to a bisacceptor by deprotonation. The dimerization constant of __N__‐tosyl‐__n__‐butylamine (7) and __N__‐tosyl‐L‐alanine (9‐H) in CDCl~3~ and the binding constant of the tetrabutylammonium salt 7·NBu~4~ to