2019
DOI: 10.1039/c9dt00456d
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First-row early transition metal complexes with a highly sterically demanding triisopropylphenyl amino triphenolate ligand: synthesis and applications

Abstract: A highly sterically demanding amino triphenolate ligand was successfully synthesized, and early transition metal complexes (Ti, V, Cr, and Mn) supported by the ligand were also obtained and fully characterized.

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Cited by 10 publications
(4 citation statements)
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“…We see the metal complexes supported by the trisphenolate ligand as a promising platform to construct 19 F-labeled probes suitable for detecting alcohols and other Lewis basic analytes. As found in a structural query in Cambridge Crystallography Database, these complexes often form adducts with water or other solvent molecules in the solid state, implying a binding character desirable in our detection scheme. The trisphenolate ligand can be readily prepared by a reductive amination between NH 4 OAc and various fluorine-containing aldehydes, followed by a Pd/C-catalyzed debenzylative hydrogenation (Scheme A) . The metalation of these ligands afforded a series of C 3 symmetrical probes decorated with 19 F atoms at distinct positions (Scheme A).…”
Section: Resultsmentioning
confidence: 97%
“…We see the metal complexes supported by the trisphenolate ligand as a promising platform to construct 19 F-labeled probes suitable for detecting alcohols and other Lewis basic analytes. As found in a structural query in Cambridge Crystallography Database, these complexes often form adducts with water or other solvent molecules in the solid state, implying a binding character desirable in our detection scheme. The trisphenolate ligand can be readily prepared by a reductive amination between NH 4 OAc and various fluorine-containing aldehydes, followed by a Pd/C-catalyzed debenzylative hydrogenation (Scheme A) . The metalation of these ligands afforded a series of C 3 symmetrical probes decorated with 19 F atoms at distinct positions (Scheme A).…”
Section: Resultsmentioning
confidence: 97%
“…In synthetic chemistry, transition-metal complexes often form the key to complex catalyses. Recently, various first-row transition-metal complexes with triisopropylphenyl (TRIP) amino triphenolate ligands have been synthesized 29 from which we picked the chromium complex to extend our test set. Since the TRIP ligands contain many atoms, these ligands have been exchanged with hydrogen atoms while still keeping the coordination of the chromium ion intact.…”
Section: ■ Test Set and Computational Setupmentioning
confidence: 99%
“…Despite the good performance of 1, its practical applications were hindered by the laborious preparation of the aminotriphenolate ligand L TRIP,H , which requires multiple synthetic steps, including a Kumada coupling with a Grignard reagent. 18 Alternatively, there is a synthetically simplified yet sterically bulky aminotriphenolate ligand (L tBu,tBu ) (Figure 1). Therefore, we turned our attention to the relatively easily prepared yet sterically bulky alternative aminotriphenolate ligand (L tBu,tBu ) (Figure 1).…”
Section: ■ Introductionmentioning
confidence: 99%