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A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides
When triphenylmethanesulfenyl chloride 6 [(C 6 H 5 ) 3 CSCl] and its thio homologue 7 [(C 6 H 5 ) 3 CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by 1 H and 13 C NMR as well as by elemental analysis. T...
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Published in: | Journal of sulfur chemistry 2007-06, Vol.28 (3), p.251-258 |
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container_issue | 3 |
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container_title | Journal of sulfur chemistry |
container_volume | 28 |
creator | Abu-Yousef, Imad A. Rys, Andrzej Z. Harpp, David N. |
description | When triphenylmethanesulfenyl chloride 6 [(C
6
H
5
)
3
CSCl] and its thio homologue 7 [(C
6
H
5
)
3
CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by
1
H and
13
C NMR as well as by elemental analysis. The X-ray crystallographic structures of p-di(methylenedithiotrityl)benzene 11a and p-di(methylenetrithiotrityl)benzene 12a were obtained. In addition, cyclic polysulfide 13 was produced in high isolated yield via 11c. |
doi_str_mv | 10.1080/17415990701245065 |
format | article |
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6
H
5
)
3
CSCl] and its thio homologue 7 [(C
6
H
5
)
3
CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by
1
H and
13
C NMR as well as by elemental analysis. The X-ray crystallographic structures of p-di(methylenedithiotrityl)benzene 11a and p-di(methylenetrithiotrityl)benzene 12a were obtained. In addition, cyclic polysulfide 13 was produced in high isolated yield via 11c.</description><identifier>ISSN: 1741-5993</identifier><identifier>EISSN: 1741-6000</identifier><identifier>DOI: 10.1080/17415990701245065</identifier><language>eng</language><publisher>Taylor & Francis</publisher><subject>Cyclic polysulfides ; Dimethanethiol ; Disulfides ; Methanesulfenyl chloride ; Methanethiosulfenyl chloride ; Methylenedithiotrityl ; Methylenetrithiotrityl ; Trisulfides</subject><ispartof>Journal of sulfur chemistry, 2007-06, Vol.28 (3), p.251-258</ispartof><rights>Copyright Taylor & Francis Group, LLC 2007</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c261t-3ff711ae142c9e11e65a4e1b7ef59f1d676ead0ea6536034081612ff1f4bca973</citedby><cites>FETCH-LOGICAL-c261t-3ff711ae142c9e11e65a4e1b7ef59f1d676ead0ea6536034081612ff1f4bca973</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Abu-Yousef, Imad A.</creatorcontrib><creatorcontrib>Rys, Andrzej Z.</creatorcontrib><creatorcontrib>Harpp, David N.</creatorcontrib><title>A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides</title><title>Journal of sulfur chemistry</title><description>When triphenylmethanesulfenyl chloride 6 [(C
6
H
5
)
3
CSCl] and its thio homologue 7 [(C
6
H
5
)
3
CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by
1
H and
13
C NMR as well as by elemental analysis. The X-ray crystallographic structures of p-di(methylenedithiotrityl)benzene 11a and p-di(methylenetrithiotrityl)benzene 12a were obtained. In addition, cyclic polysulfide 13 was produced in high isolated yield via 11c.</description><subject>Cyclic polysulfides</subject><subject>Dimethanethiol</subject><subject>Disulfides</subject><subject>Methanesulfenyl chloride</subject><subject>Methanethiosulfenyl chloride</subject><subject>Methylenedithiotrityl</subject><subject>Methylenetrithiotrityl</subject><subject>Trisulfides</subject><issn>1741-5993</issn><issn>1741-6000</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkMtOwzAQRS0EEqXwAey8hEXAk4fdIDZVxUuqBAtYR64zVo2cuLLdQr6CXyahZVUJVjO6c8-8CDkHdgVswq5B5FCUJRMM0rxgvDggo0FLOGPscJf3huyYnITwzlgqyjIfka8pbd0GLW0wLl1NtfM0LpGuPK6kl9G4ljpN123omt7ijZKWLkygF7VJqGxr2mthbbWpMVzSjZGDEDtLBxHbPlFL6_xQvqEvHtXaB-fDzyDVKWsUXTnb_bY4JUda2oBnuzgmb_d3r7PHZP788DSbzhOVcohJprUAkAh5qkoEQF7IHGEhUBelhpoLjrJmKHmRcZblbAIcUq1B5wslS5GNCWz7Ku9C8KirlTeN9F0FrBo-Wu19tGdut4xp--0b-eG8rasou_4-7WWrTKiyv3DxL75HVfEzZt9kt5Gw</recordid><startdate>20070601</startdate><enddate>20070601</enddate><creator>Abu-Yousef, Imad A.</creator><creator>Rys, Andrzej Z.</creator><creator>Harpp, David N.</creator><general>Taylor & Francis</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20070601</creationdate><title>A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides</title><author>Abu-Yousef, Imad A. ; Rys, Andrzej Z. ; Harpp, David N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c261t-3ff711ae142c9e11e65a4e1b7ef59f1d676ead0ea6536034081612ff1f4bca973</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Cyclic polysulfides</topic><topic>Dimethanethiol</topic><topic>Disulfides</topic><topic>Methanesulfenyl chloride</topic><topic>Methanethiosulfenyl chloride</topic><topic>Methylenedithiotrityl</topic><topic>Methylenetrithiotrityl</topic><topic>Trisulfides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Abu-Yousef, Imad A.</creatorcontrib><creatorcontrib>Rys, Andrzej Z.</creatorcontrib><creatorcontrib>Harpp, David N.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of sulfur chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Abu-Yousef, Imad A.</au><au>Rys, Andrzej Z.</au><au>Harpp, David N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides</atitle><jtitle>Journal of sulfur chemistry</jtitle><date>2007-06-01</date><risdate>2007</risdate><volume>28</volume><issue>3</issue><spage>251</spage><epage>258</epage><pages>251-258</pages><issn>1741-5993</issn><eissn>1741-6000</eissn><abstract>When triphenylmethanesulfenyl chloride 6 [(C
6
H
5
)
3
CSCl] and its thio homologue 7 [(C
6
H
5
)
3
CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by
1
H and
13
C NMR as well as by elemental analysis. The X-ray crystallographic structures of p-di(methylenedithiotrityl)benzene 11a and p-di(methylenetrithiotrityl)benzene 12a were obtained. In addition, cyclic polysulfide 13 was produced in high isolated yield via 11c.</abstract><pub>Taylor & Francis</pub><doi>10.1080/17415990701245065</doi><tpages>8</tpages></addata></record> |
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identifier | ISSN: 1741-5993 |
ispartof | Journal of sulfur chemistry, 2007-06, Vol.28 (3), p.251-258 |
issn | 1741-5993 1741-6000 |
language | eng |
recordid | cdi_crossref_primary_10_1080_17415990701245065 |
source | Taylor and Francis Science and Technology Collection |
subjects | Cyclic polysulfides Dimethanethiol Disulfides Methanesulfenyl chloride Methanethiosulfenyl chloride Methylenedithiotrityl Methylenetrithiotrityl Trisulfides |
title | A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides |
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