Synthesis and characterization of a diarylstannylene bearing (MeO)EPind groups and its oxidation reactions

Abstract A new diarylstannylene, [(MeO)EPind]2Sn: (1), has been synthesized and isolated using a novel protecting group, (MeO)EPind, which incorporates an electron-donating methoxy chain at the para position of the EPind group. The structure and electronic properties of 1 were investigated using crystallographic and spectroscopic methods as well as DFT calculations. The reaction of 1 with N2O gas produced a diarylstannanone, [(MeO)EPind]2Sn=O (2), which subsequently reacted with H2O to afford a stannanediol, [(MeO)EPind]2Sn(OH)2 (3). We also examined the reaction of 1 with elemental sulfur (S8), which resulted in the formation of a mixture containing diarylstannanethione, [(MeO)EPind]2Sn=S (4) and 1,2,3,4,5-tetrathiastannolane, [(MeO)EPind]2SnS4 (5). The structural features and bonding nature of these Sn(IV) compounds have been both experimentally and theoretically characterized.

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Publication Details

Journal
Bulletin of the Chemical Society of Japan
Published
2025-10-24
DOI
https://doi.org/10.1093/bulcsj/uoaf104
Primary Topic
Synthesis and properties of polymers
Type
article
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article

Synthesis and characterization of a diarylstannylene bearing (MeO)EPind groups and its oxidation reactions

Daisuke Hashizume, Masayuki Imai, Yuki Maehara, Tsukasa Matsuo et al.
Bulletin of the Chemical Society of Japan
Synthesis and properties of polymers
article

Synthesis and characterization of a diarylstannylene bearing (MeO)EPind groups and its oxidation reactions

Daisuke Hashizume, Masayuki Imai, Yuki Maehara, Tsukasa Matsuo, Yoshio Ueno, Kei Ota, Yuria Kawase, K. MATSUI
article en

Abstract

Abstract A new diarylstannylene, [(MeO)EPind]2Sn: (1), has been synthesized and isolated using a novel protecting group, (MeO)EPind, which incorporates an electron-donating methoxy chain at the para position of the EPind group. The structure and electronic properties of 1 were investigated using crystallographic and spectroscopic methods as well as DFT calculations. The reaction of 1 with N2O gas produced a diarylstannanone, [(MeO)EPind]2Sn=O (2), which subsequently reacted with H2O to afford a stannanediol, [(MeO)EPind]2Sn(OH)2 (3). We also examined the reaction of 1 with elemental sulfur (S8), which resulted in the formation of a mixture containing diarylstannanethione, [(MeO)EPind]2Sn=S (4) and 1,2,3,4,5-tetrathiastannolane, [(MeO)EPind]2SnS4 (5). The structural features and bonding nature of these Sn(IV) compounds have been both experimentally and theoretically characterized.

Bulletin of the Chemical Society of JapanVol. 98(11)
RIKEN Center for Emergent Matter Science (JP), Kindai University (JP)
Openalex Percentile: Top 73%
Synthesis and properties of polymers
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