Direct observation of methoxycarbonylnitrene
The simplest alkoxycarbonylnitrene, CH OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH OC(O)N and CH OC(O)NCO and subsequently characterized by IR ( N, D-labelling) and EPR (|D/hc| = 1.66 cm and |E/hc| = 0.020 cm ) spectroscopy in cryogenic matrices. Two conformers of the...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2017, Vol.53 (35), p.4783-4786 |
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| container_issue | 35 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 53 |
| creator | Li, Hongmin Wu, Zhuang Li, Dingqing Wan, Huabin Xu, Jian Abe, Manabu Zeng, Xiaoqing |
| description | The simplest alkoxycarbonylnitrene, CH
OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH
OC(O)N
and CH
OC(O)NCO and subsequently characterized by IR (
N, D-labelling) and EPR (|D/hc| = 1.66 cm
and |E/hc| = 0.020 cm
) spectroscopy in cryogenic matrices. Two conformers of the nitrene, with the CH
group being in syn or anti configuration to the C[double bond, length as m-dash]O bond, have been unambiguously identified. Further UV light irradiation (365 nm) of the nitrene results in isomerization to CH
ONCO, completing the frequently explored mechanism for the Curtius-rearrangement of CH
OC(O)N
. |
| doi_str_mv | 10.1039/c7cc01926b |
| format | Article |
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OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH
OC(O)N
and CH
OC(O)NCO and subsequently characterized by IR (
N, D-labelling) and EPR (|D/hc| = 1.66 cm
and |E/hc| = 0.020 cm
) spectroscopy in cryogenic matrices. Two conformers of the nitrene, with the CH
group being in syn or anti configuration to the C[double bond, length as m-dash]O bond, have been unambiguously identified. Further UV light irradiation (365 nm) of the nitrene results in isomerization to CH
ONCO, completing the frequently explored mechanism for the Curtius-rearrangement of CH
OC(O)N
.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c7cc01926b</identifier><identifier>PMID: 28405654</identifier><language>eng</language><publisher>England</publisher><subject>Bonding ; Infrared spectroscopy ; Isomerization ; Lasers ; Light irradiation ; Organic compounds ; Photolysis ; Spectroscopy</subject><ispartof>Chemical communications (Cambridge, England), 2017, Vol.53 (35), p.4783-4786</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c386t-d8cca671162bba8b6992b17c4d38e847c22dcdf907eff0262f19183669ae48c43</citedby><cites>FETCH-LOGICAL-c386t-d8cca671162bba8b6992b17c4d38e847c22dcdf907eff0262f19183669ae48c43</cites><orcidid>0000-0003-4611-2094</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28405654$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Hongmin</creatorcontrib><creatorcontrib>Wu, Zhuang</creatorcontrib><creatorcontrib>Li, Dingqing</creatorcontrib><creatorcontrib>Wan, Huabin</creatorcontrib><creatorcontrib>Xu, Jian</creatorcontrib><creatorcontrib>Abe, Manabu</creatorcontrib><creatorcontrib>Zeng, Xiaoqing</creatorcontrib><title>Direct observation of methoxycarbonylnitrene</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The simplest alkoxycarbonylnitrene, CH
OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH
OC(O)N
and CH
OC(O)NCO and subsequently characterized by IR (
N, D-labelling) and EPR (|D/hc| = 1.66 cm
and |E/hc| = 0.020 cm
) spectroscopy in cryogenic matrices. Two conformers of the nitrene, with the CH
group being in syn or anti configuration to the C[double bond, length as m-dash]O bond, have been unambiguously identified. Further UV light irradiation (365 nm) of the nitrene results in isomerization to CH
ONCO, completing the frequently explored mechanism for the Curtius-rearrangement of CH
OC(O)N
.</description><subject>Bonding</subject><subject>Infrared spectroscopy</subject><subject>Isomerization</subject><subject>Lasers</subject><subject>Light irradiation</subject><subject>Organic compounds</subject><subject>Photolysis</subject><subject>Spectroscopy</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkLtOw0AURFcIREKg4QNQSoQw7Mv7KME8pUg0INFZu9fXwsj2hl0Hkb8nIYGWaWaKoykOIceMXjAq7CVoAMosV36HjJlQMsuled1d79xmWsh8RA5SeqersNzskxE3kuYql2NyftNEhGEafML46YYm9NNQTzsc3sLXElz0oV-2fTNE7PGQ7NWuTXi07Ql5ubt9Lh6y2dP9Y3E1y0AYNWSVAXBKM6a49854ZS33TIOshEEjNXBeQVVbqrGuKVe8ZpYZoZR1KA1IMSGnm995DB8LTEPZNQmwbV2PYZFKZqnknFqm_keN0ZIZa-0KPdugEENKEetyHpvOxWXJaLkWWRa6KH5EXq_gk-3vwndY_aG_5sQ3p8xs-Q</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Li, Hongmin</creator><creator>Wu, Zhuang</creator><creator>Li, Dingqing</creator><creator>Wan, Huabin</creator><creator>Xu, Jian</creator><creator>Abe, Manabu</creator><creator>Zeng, Xiaoqing</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0003-4611-2094</orcidid></search><sort><creationdate>2017</creationdate><title>Direct observation of methoxycarbonylnitrene</title><author>Li, Hongmin ; Wu, Zhuang ; Li, Dingqing ; Wan, Huabin ; Xu, Jian ; Abe, Manabu ; Zeng, Xiaoqing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c386t-d8cca671162bba8b6992b17c4d38e847c22dcdf907eff0262f19183669ae48c43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Bonding</topic><topic>Infrared spectroscopy</topic><topic>Isomerization</topic><topic>Lasers</topic><topic>Light irradiation</topic><topic>Organic compounds</topic><topic>Photolysis</topic><topic>Spectroscopy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Hongmin</creatorcontrib><creatorcontrib>Wu, Zhuang</creatorcontrib><creatorcontrib>Li, Dingqing</creatorcontrib><creatorcontrib>Wan, Huabin</creatorcontrib><creatorcontrib>Xu, Jian</creatorcontrib><creatorcontrib>Abe, Manabu</creatorcontrib><creatorcontrib>Zeng, Xiaoqing</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Hongmin</au><au>Wu, Zhuang</au><au>Li, Dingqing</au><au>Wan, Huabin</au><au>Xu, Jian</au><au>Abe, Manabu</au><au>Zeng, Xiaoqing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Direct observation of methoxycarbonylnitrene</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2017</date><risdate>2017</risdate><volume>53</volume><issue>35</issue><spage>4783</spage><epage>4786</epage><pages>4783-4786</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The simplest alkoxycarbonylnitrene, CH
OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH
OC(O)N
and CH
OC(O)NCO and subsequently characterized by IR (
N, D-labelling) and EPR (|D/hc| = 1.66 cm
and |E/hc| = 0.020 cm
) spectroscopy in cryogenic matrices. Two conformers of the nitrene, with the CH
group being in syn or anti configuration to the C[double bond, length as m-dash]O bond, have been unambiguously identified. Further UV light irradiation (365 nm) of the nitrene results in isomerization to CH
ONCO, completing the frequently explored mechanism for the Curtius-rearrangement of CH
OC(O)N
.</abstract><cop>England</cop><pmid>28405654</pmid><doi>10.1039/c7cc01926b</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0003-4611-2094</orcidid></addata></record> |
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| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2017, Vol.53 (35), p.4783-4786 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1904220916 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Bonding Infrared spectroscopy Isomerization Lasers Light irradiation Organic compounds Photolysis Spectroscopy |
| title | Direct observation of methoxycarbonylnitrene |
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