4810-20-2

Basic information

• Product Name: Phenol, 2,4-bis(1,1-dimethylethyl)-6-[(4-methylphenyl)amino]-
• CAS NO: 4810-20-2
• Molecular Formula: C21H29NO
• Molecular Weight: 311.467
• Mol File: 4810-20-2.mol

Chemical Properties

• CAS DataBase Reference: Phenol, 2,4-bis(1,1-dimethylethyl)-6-[(4-methylphenyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,4-bis(1,1-dimethylethyl)-6-[(4-methylphenyl)amino]-(4810-20-2)
• EPA Substance Registry System: Phenol, 2,4-bis(1,1-dimethylethyl)-6-[(4-methylphenyl)amino]-(4810-20-2)

Safety Data

• Hazardous Substances Data: 4810-20-2(Hazardous Substances Data)

Upstream product

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Relevant articles and documents

Copper-Catalyzed Aziridination with Redox-Active Ligands: Molecular Spin Catalysis

Small-molecule catalysts as mimics of biological systems illustrate the chemists’ attempts at emulating the tantalizing abilities displayed by nature's metalloenzymes. Among these innate behaviors, spin multistate reactivity is used by biological systems as it offers thermodynamic leverage towards challenging chemical reactivity but this concept is difficult to translate into the realm of synthetic organometallic catalysis. Here, we report a rare example of molecular spin catalysis involving multistate reactivity in a small-molecule biomimetic copper catalyst applied to aziridination. This behavior is supported by spin state flexibility enabled by the redox-active ligand.

C?N Bond Formation from a Masked High-Valent Copper Complex Stabilized by Redox Non-Innocent Ligands

The reactivity of a stable copper(II) complex bearing fully oxidized iminobenzoquinone redox ligands towards nucleophiles is described. In sharp contrast with its genuine low-valent counterpart bearing reduced ligands, this complex performs high-yielding C?N bond formations. Mechanistic studies suggest that this behavior could stem from a mechanism akin to reductive elimination occurring at the metal center but facilitated by the ligand: it is proposed that a masked high oxidation state of the metal can be stabilized as a lower copper(II) oxidation state by the redox ligands without forfeiting its ability to behave as a high-valent copper(III) center. These observations are substantiated by a combination of advanced EPR spectroscopy techniques with DFT studies. This work sheds light on the potential of redox ligands as promoters of unusual reactivities at metal centers and illustrates the concept of masked high-valent metallic species.

Iminosemiquinone radical ligands enable access to a well-defined redox-active CuII-CF3 complex

The reaction of a copper complex bearing iminosemiquinone ligands with a CF3+ source provides an unprecedented Cu II-CF3 complex through ligand-based oxidation. Reactivity of this complex leads to nucleophilic trifluoromethylation of the ligand, suggesting an electronic interplay that results in a formal umpolung of the initial CF3+. This journal is the Partner Organisations 2014.