Tetracopper(<scp>i</scp>) thiolate- and amido-(SNS) complexes and copper-catalyzed azide–alkyne cycloaddition in water

Khanzadeh, Atousa; Ataie, Saeed; Baker, R. Tom

doi:10.1039/d3dt01651j

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“…Using weaker acids such as H 2 O, tert -butanol and methanol resulted in a similar brown-yellow solution that gradually turned brown-black with some precipitate formed. In a recent study we observed that treatment of [CuL 1 ] 4 with H 2 O liberated L 1 H . The paramagnetic 1 H NMR spectrum of Co-2 showed two singlets at δ 0.74 and 0.95, each due to two SMe groups (Figure S1).…”

Section: Resultssupporting

confidence: 81%

Bifunctional Hydroboration Catalyst Activation Using a Co SNS Amido Complex Bearing an Abnormal-NHC Ligand

Ataie,

Khanzadeh,

Mangin

et al. 2023

Organometallics

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In previous work, different supporting L-type ligands were incorporated in Fe(II) SNS pincer catalysts by monoprotonation of the bis(amido) complex, mer-[Fe(κ 3 -S Me NS Me ) 2 ] (Fe-1), affording the isolable Fe amido-amine cation with an easily displaced SNS amine ligand. Herein we show that protonation of the Co analogue (Co-1) proceeds directly to the bis(amine) dication, fac-[Co(κ 3 -S Me N H S Me ) 2 ] 2+ . DFT studies clearly corroborate the mer → fac isomerization upon diprotonation of both Fe and Co complexes. To access an ancillary ligated hydroboration precatalyst, treatment of Co-1 with 1,3-bis(1adamantyl)imidazolium chloride (IAd•HCl) effects both amido ligand protonation and chloride addition, yielding the abnormally coordinated (at C4 instead of C2) IAd complex, Co II Cl(κ 2 -S Me NS Me )(a-IAd) (Co-3). DFT calculations showed that Co-3 is only slightly more stable than the normal IAd isomer, suggesting a role for kinetic control due to steric factors. Stoichiometric treatment of both Co-1 and Co-3 with pinacolborane (HBpin) afforded free N-borylamine but only Co-3 served as an effective carbonyl hydroboration catalyst, showing the important role of a-IAd in stabilizing cobalt throughout the catalytic cycle.

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Section: Resultssupporting

confidence: 81%

Bifunctional Hydroboration Catalyst Activation Using a Co SNS Amido Complex Bearing an Abnormal-NHC Ligand

Ataie,

Khanzadeh,

Mangin

et al. 2023

Organometallics

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Tetracopper(i) thiolate- and amido-(SNS) complexes and copper-catalyzed azide–alkyne cycloaddition in water

Abstract: Two tetranuclear Cu(I) complexes bearing thiolate- and amido-SNS ligands were characterized by X-ray diffraction and mass spectrometry. Although the amido ligand undergoes irreversible N-protonation by the copper-bound alkyne, the thiolate...

Cited by 1 publication

References 34 publications

Bifunctional Hydroboration Catalyst Activation Using a Co SNS Amido Complex Bearing an Abnormal-NHC Ligand

Bifunctional Hydroboration Catalyst Activation Using a Co SNS Amido Complex Bearing an Abnormal-NHC Ligand

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