Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation

Nuttaporn Krittametaporn; Teera Chantarojsiri; Arnut Virachotikul; Khamphee Phomphrai; Naoto Kuwamura; Tatsuhiro Kojima; Takumi Konno; Preeyanuch Sangtrirutnugul

doi:10.1039/c9dt03484f

Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation

Nuttaporn Krittametaporn
, Teera Chantarojsiri
, Arnut Virachotikul
, Khamphee Phomphrai
, Naoto Kuwamura
, Tatsuhiro Kojima
, Takumi Konno
, Preeyanuch Sangtrirutnugul

Mahidol University
Vidyasirimedhi Institute of Science and Technology
Osaka University

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Reactions of CuX with the bis(triazolyl) ligand Hbtm [bis(1-benzyl-1H-1,2,3-triazol-4-yl)phenylmethanol] in CH₂Cl₂ afforded trinuclear copper(ii) complexes with a core structure (μ-X)Cu₃(μ-κ³-N,O,N-btm)₃(L)²⁺ [X = Cl, L = CH₃OH (1); X = Br, L = H₂O (2)], while a similar reaction of [Cu(CH₃CN)₄](PF₆) with the mono(triazolyl) ligand HPhtm [(1-benzyl-1H-1,2,3-triazol-4-yl)diphenylmethanol] resulted in the mononuclear complex [Cu(κ²-N,O-Phtm)(κ²-N,O-HPhtm)(κ¹-N-HPhtm)][PF₆] (3). The structural characterization of these complexes was made by single-crystal X-ray crystallography in combination with elemental and ESI mass analyses. Catalytic studies toward aerobic oxidation of benzyl alcohol to benzaldehyde revealed that the trinuclear 1 and 2 exhibited higher activities than the mononuclear 3 in both CH₃CN and EtOH/H₂O solvent systems.

Original language	English
Pages (from-to)	682-689
Number of pages	8
Journal	Dalton Transactions
Volume	49
Issue number	3
DOIs	https://doi.org/10.1039/c9dt03484f
Publication status	Published - 2020
Externally published	Yes

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title = "Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation",

abstract = "Reactions of CuX with the bis(triazolyl) ligand Hbtm [bis(1-benzyl-1H-1,2,3-triazol-4-yl)phenylmethanol] in CH2Cl2 afforded trinuclear copper(ii) complexes with a core structure (μ-X)Cu3(μ-κ3-N,O,N-btm)3(L)2+ [X = Cl, L = CH3OH (1); X = Br, L = H2O (2)], while a similar reaction of [Cu(CH3CN)4](PF6) with the mono(triazolyl) ligand HPhtm [(1-benzyl-1H-1,2,3-triazol-4-yl)diphenylmethanol] resulted in the mononuclear complex [Cu(κ2-N,O-Phtm)(κ2-N,O-HPhtm)(κ1-N-HPhtm)][PF6] (3). The structural characterization of these complexes was made by single-crystal X-ray crystallography in combination with elemental and ESI mass analyses. Catalytic studies toward aerobic oxidation of benzyl alcohol to benzaldehyde revealed that the trinuclear 1 and 2 exhibited higher activities than the mononuclear 3 in both CH3CN and EtOH/H2O solvent systems.",

author = "Nuttaporn Krittametaporn and Teera Chantarojsiri and Arnut Virachotikul and Khamphee Phomphrai and Naoto Kuwamura and Tatsuhiro Kojima and Takumi Konno and Preeyanuch Sangtrirutnugul",

note = "Publisher Copyright: This journal is {\textcopyright} The Royal Society of Chemistry.",

year = "2020",

doi = "10.1039/c9dt03484f",

language = "English",

volume = "49",

pages = "682--689",

journal = "Dalton Transactions",

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T1 - Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation

AU - Krittametaporn, Nuttaporn

AU - Chantarojsiri, Teera

AU - Virachotikul, Arnut

AU - Phomphrai, Khamphee

AU - Kuwamura, Naoto

AU - Kojima, Tatsuhiro

AU - Konno, Takumi

AU - Sangtrirutnugul, Preeyanuch

N1 - Publisher Copyright: This journal is © The Royal Society of Chemistry.

PY - 2020

Y1 - 2020

N2 - Reactions of CuX with the bis(triazolyl) ligand Hbtm [bis(1-benzyl-1H-1,2,3-triazol-4-yl)phenylmethanol] in CH2Cl2 afforded trinuclear copper(ii) complexes with a core structure (μ-X)Cu3(μ-κ3-N,O,N-btm)3(L)2+ [X = Cl, L = CH3OH (1); X = Br, L = H2O (2)], while a similar reaction of [Cu(CH3CN)4](PF6) with the mono(triazolyl) ligand HPhtm [(1-benzyl-1H-1,2,3-triazol-4-yl)diphenylmethanol] resulted in the mononuclear complex [Cu(κ2-N,O-Phtm)(κ2-N,O-HPhtm)(κ1-N-HPhtm)][PF6] (3). The structural characterization of these complexes was made by single-crystal X-ray crystallography in combination with elemental and ESI mass analyses. Catalytic studies toward aerobic oxidation of benzyl alcohol to benzaldehyde revealed that the trinuclear 1 and 2 exhibited higher activities than the mononuclear 3 in both CH3CN and EtOH/H2O solvent systems.

AB - Reactions of CuX with the bis(triazolyl) ligand Hbtm [bis(1-benzyl-1H-1,2,3-triazol-4-yl)phenylmethanol] in CH2Cl2 afforded trinuclear copper(ii) complexes with a core structure (μ-X)Cu3(μ-κ3-N,O,N-btm)3(L)2+ [X = Cl, L = CH3OH (1); X = Br, L = H2O (2)], while a similar reaction of [Cu(CH3CN)4](PF6) with the mono(triazolyl) ligand HPhtm [(1-benzyl-1H-1,2,3-triazol-4-yl)diphenylmethanol] resulted in the mononuclear complex [Cu(κ2-N,O-Phtm)(κ2-N,O-HPhtm)(κ1-N-HPhtm)][PF6] (3). The structural characterization of these complexes was made by single-crystal X-ray crystallography in combination with elemental and ESI mass analyses. Catalytic studies toward aerobic oxidation of benzyl alcohol to benzaldehyde revealed that the trinuclear 1 and 2 exhibited higher activities than the mononuclear 3 in both CH3CN and EtOH/H2O solvent systems.

UR - https://www.scopus.com/pages/publications/85078364183

U2 - 10.1039/c9dt03484f

DO - 10.1039/c9dt03484f

M3 - Article

C2 - 31845953

AN - SCOPUS:85078364183

SN - 1477-9226

VL - 49

SP - 682

EP - 689

JO - Dalton Transactions

JF - Dalton Transactions

IS - 3

ER -

Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation

Abstract

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