Formation and Reactions of Ge=O Double-bonded Species Bearing EMind Groups

Airi Kuroda; Naoko Fujita; Tomomi Horita; Kei Ota; Alfredo Rosas-Sánchez; Manabu Hoshino; Daisuke Hashizume; Tsukasa Matsuo

doi:10.1246/cl.220222

Formation and Reactions of Ge=O Double-bonded Species Bearing EMind Groups

Airi Kuroda
, Naoko Fujita
, Tomomi Horita
, Kei Ota
, Alfredo Rosas-Sánchez
, Manabu Hoshino
, Daisuke Hashizume
, Tsukasa Matsuo

Kindai University
RIKEN
Universidad de Guadalajara

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

4 Scopus citations

Abstract

The reaction of the bulky EMind-based diarylgermylene, (EMind)₂Ge: (1a) (EMind = 1,1,7,7-tetraethyl-3,3,5,5-tetra-methyl-s-hydrindacen-4-yl), with pyridine N-oxide (Py⁺O¹) initially formed the Py-coordinated diarylgermanone, (EMind)₂Ge(=O)(Py) (3a), which gradually converted to the 1,3,2,4-dioxadigermetane, (EMind)₄Ge₂(μ-O)₂ (4a), through the dimerization of the germanone, (EMind)₂Ge=O (2a). The Ge=O double-bond in 3a reacted not only with H₂O to give the germanediol, (EMind)₂Ge(OH)₂ (5a), but also with Py⁺O¹ to form the germanol, (EMind)₂Ge(C₅H₄NO)(OH) (6a), via activation of the ortho CH bond.

Original language	English
Pages (from-to)	828-831
Number of pages	4
Journal	Chemistry Letters
Volume	51
Issue number	8
DOIs	https://doi.org/10.1246/cl.220222
State	Published - Aug 2022
Externally published	Yes

Keywords

C-H bond activation
Ge=O double-bond
Germanone

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10.1246/cl.220222

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title = "Formation and Reactions of Ge=O Double-bonded Species Bearing EMind Groups",

abstract = "The reaction of the bulky EMind-based diarylgermylene, (EMind)2Ge: (1a) (EMind = 1,1,7,7-tetraethyl-3,3,5,5-tetra-methyl-s-hydrindacen-4-yl), with pyridine N-oxide (Py+O1) initially formed the Py-coordinated diarylgermanone, (EMind)2Ge(=O)(Py) (3a), which gradually converted to the 1,3,2,4-dioxadigermetane, (EMind)4Ge2(μ-O)2 (4a), through the dimerization of the germanone, (EMind)2Ge=O (2a). The Ge=O double-bond in 3a reacted not only with H2O to give the germanediol, (EMind)2Ge(OH)2 (5a), but also with Py+O1 to form the germanol, (EMind)2Ge(C5H4NO)(OH) (6a), via activation of the ortho CH bond.",

keywords = "C-H bond activation, Ge=O double-bond, Germanone",

author = "Airi Kuroda and Naoko Fujita and Tomomi Horita and Kei Ota and Alfredo Rosas-S{\'a}nchez and Manabu Hoshino and Daisuke Hashizume and Tsukasa Matsuo",

note = "Publisher Copyright: {\textcopyright} 2022 The Chemical Society of Japan.",

year = "2022",

month = aug,

doi = "10.1246/cl.220222",

language = "英語",

volume = "51",

pages = "828--831",

journal = "Chemistry Letters",

issn = "0366-7022",

publisher = "Oxford University Press",

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TY - JOUR

T1 - Formation and Reactions of Ge=O Double-bonded Species Bearing EMind Groups

AU - Kuroda, Airi

AU - Fujita, Naoko

AU - Horita, Tomomi

AU - Ota, Kei

AU - Rosas-Sánchez, Alfredo

AU - Hoshino, Manabu

AU - Hashizume, Daisuke

AU - Matsuo, Tsukasa

PY - 2022/8

Y1 - 2022/8

N2 - The reaction of the bulky EMind-based diarylgermylene, (EMind)2Ge: (1a) (EMind = 1,1,7,7-tetraethyl-3,3,5,5-tetra-methyl-s-hydrindacen-4-yl), with pyridine N-oxide (Py+O1) initially formed the Py-coordinated diarylgermanone, (EMind)2Ge(=O)(Py) (3a), which gradually converted to the 1,3,2,4-dioxadigermetane, (EMind)4Ge2(μ-O)2 (4a), through the dimerization of the germanone, (EMind)2Ge=O (2a). The Ge=O double-bond in 3a reacted not only with H2O to give the germanediol, (EMind)2Ge(OH)2 (5a), but also with Py+O1 to form the germanol, (EMind)2Ge(C5H4NO)(OH) (6a), via activation of the ortho CH bond.

AB - The reaction of the bulky EMind-based diarylgermylene, (EMind)2Ge: (1a) (EMind = 1,1,7,7-tetraethyl-3,3,5,5-tetra-methyl-s-hydrindacen-4-yl), with pyridine N-oxide (Py+O1) initially formed the Py-coordinated diarylgermanone, (EMind)2Ge(=O)(Py) (3a), which gradually converted to the 1,3,2,4-dioxadigermetane, (EMind)4Ge2(μ-O)2 (4a), through the dimerization of the germanone, (EMind)2Ge=O (2a). The Ge=O double-bond in 3a reacted not only with H2O to give the germanediol, (EMind)2Ge(OH)2 (5a), but also with Py+O1 to form the germanol, (EMind)2Ge(C5H4NO)(OH) (6a), via activation of the ortho CH bond.

KW - C-H bond activation

KW - Ge=O double-bond

KW - Germanone

UR - https://www.scopus.com/pages/publications/85137691732

U2 - 10.1246/cl.220222

DO - 10.1246/cl.220222

M3 - 記事

AN - SCOPUS:85137691732

SN - 0366-7022

VL - 51

SP - 828

EP - 831

JO - Chemistry Letters

JF - Chemistry Letters

IS - 8

ER -

Formation and Reactions of Ge=O Double-bonded Species Bearing EMind Groups

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Keywords

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