Electronic and steric effects in binding of deep cavitands.
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ABSTRACT:
SUBMITTER: Hooley RJ
PROVIDER: S-EPMC2765558 | biostudies-literature | 2008 Dec
REPOSITORIES: biostudies-literature
Publications
Electronic and steric effects in binding of deep cavitands.
Hooley Richard J RJ Shenoy Siddhartha R SR Rebek Julius J
Organic letters 20081201 23
A deep, self-folding cavitand responds to minor electronic differences between suitably sized adamantane guests. Binding constants range from <0.5 to 4000 M(-1) for guests as similar as 1-bromoadamantane and 1-cyanoadamantane. The barriers to guest exchange also vary up to 3 kcal mol(-1). ...[more]
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