1,2‐Silyl migration in 1‐halonaphthalenes catalyzed by I2
1‐Halo‐8‐hydrosilylnaphthalenes undergo 1,2‐silyl migration to form 1‐halo‐7‐silylnaphthalenes. The influence of the substituents on the silicon atom, the solvent effect, and the D‐labeling experiments are investigated. The migration process may include four steps: (a) generation of acid (HI) by the...
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| Veröffentlicht in: | Heteroatom chemistry 2018-07, Vol.29 (4), p.n/a |
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| container_title | Heteroatom chemistry |
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| creator | Shimizu, Tomomi Morisako, Shogo Yamamoto, Yohsuke Kawachi, Atsushi |
| description | 1‐Halo‐8‐hydrosilylnaphthalenes undergo 1,2‐silyl migration to form 1‐halo‐7‐silylnaphthalenes. The influence of the substituents on the silicon atom, the solvent effect, and the D‐labeling experiments are investigated. The migration process may include four steps: (a) generation of acid (HI) by the reaction of the hydrosilane with I2, (b) protonation of the naphthalene ring, (c) silyl group migration in the protonated intermediate, and (d) deprotonation of the naphthalene ring. |
| doi_str_mv | 10.1002/hc.21434 |
| format | Article |
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The influence of the substituents on the silicon atom, the solvent effect, and the D‐labeling experiments are investigated. The migration process may include four steps: (a) generation of acid (HI) by the reaction of the hydrosilane with I2, (b) protonation of the naphthalene ring, (c) silyl group migration in the protonated intermediate, and (d) deprotonation of the naphthalene ring.</description><identifier>ISSN: 1042-7163</identifier><identifier>EISSN: 1098-1071</identifier><identifier>DOI: 10.1002/hc.21434</identifier><language>eng</language><publisher>London: Hindawi Limited</publisher><subject>Migration ; Naphthalene ; Protonation ; Solvent effect</subject><ispartof>Heteroatom chemistry, 2018-07, Vol.29 (4), p.n/a</ispartof><rights>2018 Wiley Periodicals, Inc.</rights><rights>Copyright © 2018 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0001-7306-7669</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,27928,27929</link.rule.ids></links><search><creatorcontrib>Shimizu, Tomomi</creatorcontrib><creatorcontrib>Morisako, Shogo</creatorcontrib><creatorcontrib>Yamamoto, Yohsuke</creatorcontrib><creatorcontrib>Kawachi, Atsushi</creatorcontrib><title>1,2‐Silyl migration in 1‐halonaphthalenes catalyzed by I2</title><title>Heteroatom chemistry</title><description>1‐Halo‐8‐hydrosilylnaphthalenes undergo 1,2‐silyl migration to form 1‐halo‐7‐silylnaphthalenes. The influence of the substituents on the silicon atom, the solvent effect, and the D‐labeling experiments are investigated. 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The influence of the substituents on the silicon atom, the solvent effect, and the D‐labeling experiments are investigated. The migration process may include four steps: (a) generation of acid (HI) by the reaction of the hydrosilane with I2, (b) protonation of the naphthalene ring, (c) silyl group migration in the protonated intermediate, and (d) deprotonation of the naphthalene ring.</abstract><cop>London</cop><pub>Hindawi Limited</pub><doi>10.1002/hc.21434</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-7306-7669</orcidid><oa>free_for_read</oa></addata></record> |
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| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Alma/SFX Local Collection |
| subjects | Migration Naphthalene Protonation Solvent effect |
| title | 1,2‐Silyl migration in 1‐halonaphthalenes catalyzed by I2 |
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