Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
2
pubmed:dateCreated
2004-1-15
pubmed:abstractText
[structure: see text] A series of tetralactam macrocycles having different substituents were prepared, and their binding affinities for an adipamide guest were investigated in CDCl3 by 1H NMR titrations. The association constants strongly depend on the substituents, varying up to DeltaDeltaG = 3.4 kcal/mol; electron-donating substituents (OMe, NMe2) decrease the binding affinity, while electron-withdrawing groups (Cl, NO2) increase it. These large substituent effects have been rationalized by secondary repulsions and partial perturbations of intramolecular hydrogen bonds.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Jan
pubmed:issn
1523-7060
pubmed:author
pubmed:issnType
Print
pubmed:day
22
pubmed:volume
6
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
181-4
pubmed:year
2004
pubmed:articleTitle
Efficient modulation of hydrogen-bonding interactions by remote substituents.
pubmed:affiliation
Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University, Seoul 120-749, South Korea.
pubmed:publicationType
Journal Article