Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 6, Pages 2389-2394Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo052511f
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[GRAPHICS] Alkyl-substituted derivatives of 1,3-dipyrrolyl-1,3-propinedione BF2 complexes, the efficient receptors for halide and oxoanions with use of bridging, CH as well as pyrrole NH, are reported. BF2 complexes with only one pyrrole NH interaction site (2d,e), which exhibit smaller affinities than the basic Structure (2b), bind anions tightly, which is inferred by UV/vis absorption spectral changes, compared to the derivatives with all alkyl group at the bridging carbon (2f) or two pyrrole nitrogen sites (2c). With use of H-1 NMR and theoretical studies for anion complexes of 2d and 2e, bridging CH (and one beta-CH in 2d) as well as pyrrole NH is found to interact with anions.
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