π-Electron systems containing Si=Si double bonds

Sterically large substituents can provide kinetic stabilization to various types of low-coordinate compounds. For example, regarding the chemistry of the group 14 elements, since West et al. introduced the concept of kinetic protection of the otherwise highly reactive Si=Si double bond by bulky mesi...

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Main Authors: Tsukasa Matsuo, Naoki Hayakawa
Format: Article
Language:English
Published: Taylor & Francis Group 2018-12-01
Series:Science and Technology of Advanced Materials
Subjects:
Online Access:http://dx.doi.org/10.1080/14686996.2017.1414552
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author Tsukasa Matsuo
Naoki Hayakawa
author_facet Tsukasa Matsuo
Naoki Hayakawa
author_sort Tsukasa Matsuo
collection DOAJ
description Sterically large substituents can provide kinetic stabilization to various types of low-coordinate compounds. For example, regarding the chemistry of the group 14 elements, since West et al. introduced the concept of kinetic protection of the otherwise highly reactive Si=Si double bond by bulky mesityl (2,4,6-trimethylphenyl) groups in 1981, a number of unsaturated compounds of silicon and its group homologs have been successfully isolated by steric effects using the appropriate large substituents. However, the functions and applications of the Si–Si π-bonds consisting of the 3pπ electrons on the formally sp 2-hybridized silicon atoms have rarely been explored until 10 years ago, when Scheschkewitz and Tamao independently reported the model systems of the oligo(p-phenylenedisilenylene)s (Si–OPVs) in 2007. This review focuses on the recent advances in the chemistry of π-electron systems containing Si=Si double bonds, mainly published in the last decade. The synthesis, characterization, and potential application of a variety of donor-free π-conjugated disilene compounds are described.
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spelling doaj.art-c7141c6556ec4d15bda3a689c3f8f1102022-12-22T00:04:27ZengTaylor & Francis GroupScience and Technology of Advanced Materials1468-69961878-55142018-12-0119110812910.1080/14686996.2017.14145521414552π-Electron systems containing Si=Si double bondsTsukasa Matsuo0Naoki Hayakawa1Kindai UniversityKindai UniversitySterically large substituents can provide kinetic stabilization to various types of low-coordinate compounds. For example, regarding the chemistry of the group 14 elements, since West et al. introduced the concept of kinetic protection of the otherwise highly reactive Si=Si double bond by bulky mesityl (2,4,6-trimethylphenyl) groups in 1981, a number of unsaturated compounds of silicon and its group homologs have been successfully isolated by steric effects using the appropriate large substituents. However, the functions and applications of the Si–Si π-bonds consisting of the 3pπ electrons on the formally sp 2-hybridized silicon atoms have rarely been explored until 10 years ago, when Scheschkewitz and Tamao independently reported the model systems of the oligo(p-phenylenedisilenylene)s (Si–OPVs) in 2007. This review focuses on the recent advances in the chemistry of π-electron systems containing Si=Si double bonds, mainly published in the last decade. The synthesis, characterization, and potential application of a variety of donor-free π-conjugated disilene compounds are described.http://dx.doi.org/10.1080/14686996.2017.1414552Siliconπ-electron systemsdisilenesconjugationbulky protecting groups
spellingShingle Tsukasa Matsuo
Naoki Hayakawa
π-Electron systems containing Si=Si double bonds
Science and Technology of Advanced Materials
Silicon
π-electron systems
disilenes
conjugation
bulky protecting groups
title π-Electron systems containing Si=Si double bonds
title_full π-Electron systems containing Si=Si double bonds
title_fullStr π-Electron systems containing Si=Si double bonds
title_full_unstemmed π-Electron systems containing Si=Si double bonds
title_short π-Electron systems containing Si=Si double bonds
title_sort π electron systems containing si si double bonds
topic Silicon
π-electron systems
disilenes
conjugation
bulky protecting groups
url http://dx.doi.org/10.1080/14686996.2017.1414552
work_keys_str_mv AT tsukasamatsuo pelectronsystemscontainingsisidoublebonds
AT naokihayakawa pelectronsystemscontainingsisidoublebonds