Propynal Equivalents and Diazopropyne: Synthesis of All Mono‐ 13 C Isotopomers
Mechanistic and spectroscopic investigations of reactive C 3 H 2 hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐ 13 C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐ 13 C isot...
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| Veröffentlicht in: | Helvetica chimica acta 2009-08, Vol.92 (8), p.1626-1643 |
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| container_title | Helvetica chimica acta |
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| creator | Seburg, Randal A. Hodges, Jonathan A. McMahon, Robert J. |
| description | Mechanistic and spectroscopic investigations of reactive C
3
H
2
hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐
13
C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐
13
C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of
13
C‐labeling at either alkyne position in propynal utilized the
Corey
–
Fuchs
procedure for chain homologation. |
| doi_str_mv | 10.1002/hlca.200800446 |
| format | Article |
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3
H
2
hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐
13
C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐
13
C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of
13
C‐labeling at either alkyne position in propynal utilized the
Corey
–
Fuchs
procedure for chain homologation.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.200800446</identifier><language>eng</language><ispartof>Helvetica chimica acta, 2009-08, Vol.92 (8), p.1626-1643</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c846-1f86c5d5041fc0693c885594a5957f760aae788edbe9cda4f1bcc83d534769813</citedby><cites>FETCH-LOGICAL-c846-1f86c5d5041fc0693c885594a5957f760aae788edbe9cda4f1bcc83d534769813</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Seburg, Randal A.</creatorcontrib><creatorcontrib>Hodges, Jonathan A.</creatorcontrib><creatorcontrib>McMahon, Robert J.</creatorcontrib><title>Propynal Equivalents and Diazopropyne: Synthesis of All Mono‐ 13 C Isotopomers</title><title>Helvetica chimica acta</title><description>Mechanistic and spectroscopic investigations of reactive C
3
H
2
hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐
13
C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐
13
C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of
13
C‐labeling at either alkyne position in propynal utilized the
Corey
–
Fuchs
procedure for chain homologation.</description><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNo90L1OwzAYhWELgUQorMy-gZTP8T9bFUqpVEQlOrBFrmOrQW4c4oAUJi6Ba-RKUAExneGVzvAgdElgSgCKq12wZloAKADGxBHKCC-KvBCSH6MMgKgciH46RWcpPQOA1iAztF73sRtbE_D85bV5M8G1Q8KmrfFNY95j91PdNX4c22HnUpNw9HgWAr6Pbfz6-MSE4hIvUxxiF_euT-foxJuQ3MXfTtDmdr4p7_LVw2JZzla5VUzkxCthec2BEW9BaGqV4lwzwzWXXgowxkmlXL112taGebK1VtGaUyaFVoRO0PT31vYxpd75quubvenHikB14KgOHNU_B_0GTb5UPQ</recordid><startdate>200908</startdate><enddate>200908</enddate><creator>Seburg, Randal A.</creator><creator>Hodges, Jonathan A.</creator><creator>McMahon, Robert J.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200908</creationdate><title>Propynal Equivalents and Diazopropyne: Synthesis of All Mono‐ 13 C Isotopomers</title><author>Seburg, Randal A. ; Hodges, Jonathan A. ; McMahon, Robert J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c846-1f86c5d5041fc0693c885594a5957f760aae788edbe9cda4f1bcc83d534769813</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Seburg, Randal A.</creatorcontrib><creatorcontrib>Hodges, Jonathan A.</creatorcontrib><creatorcontrib>McMahon, Robert J.</creatorcontrib><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Seburg, Randal A.</au><au>Hodges, Jonathan A.</au><au>McMahon, Robert J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Propynal Equivalents and Diazopropyne: Synthesis of All Mono‐ 13 C Isotopomers</atitle><jtitle>Helvetica chimica acta</jtitle><date>2009-08</date><risdate>2009</risdate><volume>92</volume><issue>8</issue><spage>1626</spage><epage>1643</epage><pages>1626-1643</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>Mechanistic and spectroscopic investigations of reactive C
3
H
2
hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐
13
C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐
13
C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of
13
C‐labeling at either alkyne position in propynal utilized the
Corey
–
Fuchs
procedure for chain homologation.</abstract><doi>10.1002/hlca.200800446</doi><tpages>18</tpages></addata></record> |
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| ispartof | Helvetica chimica acta, 2009-08, Vol.92 (8), p.1626-1643 |
| issn | 0018-019X 1522-2675 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_hlca_200800446 |
| source | Wiley Online Library All Journals |
| title | Propynal Equivalents and Diazopropyne: Synthesis of All Mono‐ 13 C Isotopomers |
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