We present the development of ligands featuring the unconventional hydrogen bond donor, -CFH, within a metal's secondary coordination sphere. When metalated with palladium, CFH-functionalized 1,10-phenanthroline provides highly directed H-bonding interactions with Pd-coordinated substrates. Spectroscopic and computational analyses with a series of -type ligand acceptors (-F, -Cl, -Br, -OR) establish the H-bonding interaction strength for the -CFH group (∼3 kcal/mol). The synthesis of Pd/Ni complexes and subsequent coupling (Ni) highlight the unique reductive and base compatibility of the -CFH hydrogen bond donor group.
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| http://dx.doi.org/10.1021/jacs.0c01718 | DOI Listing |
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