The direct electrochemical synthesis of some metal derivatives of lapachol
The electrochemical oxidation of a sacrificial metal anode (M = Zn, Cd, Cu) in an acetonitrile solution of 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, lapachol, C 15 H 14 O 3 (=HL) gives ML 2 . The results are in keeping with earlier work on direct electrochemical synthesis in related syste...
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| Veröffentlicht in: | Canadian journal of chemistry 1997-05, Vol.75 (5), p.499-506 |
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| container_title | Canadian journal of chemistry |
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| creator | Oliveira, E.H. De Medeiros, G.E.A Peppe, C Brown, Martyn A Tuck, Dennis G |
| description | The electrochemical oxidation of a sacrificial metal anode (M = Zn, Cd, Cu) in an acetonitrile solution of 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, lapachol, C
15
H
14
O
3
(=HL) gives ML
2
. The results are in keeping with earlier work on direct electrochemical synthesis in related systems. Adducts with 2,2′-bipyridine (bpy) and N,N,N′,N′-tetramethylethanediamine (tmen) have also been prepared. The structure of the 2,2′-bipyridine adduct of Cu(lapacholate)
2
has been established by X-ray crystallography. The parameters are triclinic, space group
, a = 12.748(59) Å, b = 13.859(49) Å, c = 11.770(59) Å, α = 108.30(4)°, β = 108.08(3)°, γ = 68.94(3)°, Z = 2, R = 0.059 for 2256 unique reflections. The copper atom is in a distorted CuN
2
O
2
O
2
′ environment. The mechanism of the formation of this Cu(lapacholate)
2
is discussed. Keywords: electrochemical synthesis, lapachol, X-ray crystallography, copper(II) complex. |
| doi_str_mv | 10.1139/v97-058 |
| format | Article |
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15
H
14
O
3
(=HL) gives ML
2
. The results are in keeping with earlier work on direct electrochemical synthesis in related systems. Adducts with 2,2′-bipyridine (bpy) and N,N,N′,N′-tetramethylethanediamine (tmen) have also been prepared. The structure of the 2,2′-bipyridine adduct of Cu(lapacholate)
2
has been established by X-ray crystallography. The parameters are triclinic, space group
, a = 12.748(59) Å, b = 13.859(49) Å, c = 11.770(59) Å, α = 108.30(4)°, β = 108.08(3)°, γ = 68.94(3)°, Z = 2, R = 0.059 for 2256 unique reflections. The copper atom is in a distorted CuN
2
O
2
O
2
′ environment. The mechanism of the formation of this Cu(lapacholate)
2
is discussed. Keywords: electrochemical synthesis, lapachol, X-ray crystallography, copper(II) complex.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v97-058</identifier><identifier>CODEN: CJCHAG</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><subject>Electrochemistry ; Lapachol</subject><ispartof>Canadian journal of chemistry, 1997-05, Vol.75 (5), p.499-506</ispartof><rights>Copyright National Research Council of Canada May 1997</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c285t-667d268b02e9f900eaa5f52c700c50192bfde6f9117564f5fae15be6c36de9273</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://cdnsciencepub.com/doi/pdf/10.1139/v97-058$$EPDF$$P50$$Gnrcresearch$$H</linktopdf><linktohtml>$$Uhttps://cdnsciencepub.com/doi/full/10.1139/v97-058$$EHTML$$P50$$Gnrcresearch$$H</linktohtml><link.rule.ids>314,776,780,2918,27903,27904,64404,64982</link.rule.ids></links><search><creatorcontrib>Oliveira, E.H. De</creatorcontrib><creatorcontrib>Medeiros, G.E.A</creatorcontrib><creatorcontrib>Peppe, C</creatorcontrib><creatorcontrib>Brown, Martyn A</creatorcontrib><creatorcontrib>Tuck, Dennis G</creatorcontrib><title>The direct electrochemical synthesis of some metal derivatives of lapachol</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>The electrochemical oxidation of a sacrificial metal anode (M = Zn, Cd, Cu) in an acetonitrile solution of 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, lapachol, C
15
H
14
O
3
(=HL) gives ML
2
. The results are in keeping with earlier work on direct electrochemical synthesis in related systems. Adducts with 2,2′-bipyridine (bpy) and N,N,N′,N′-tetramethylethanediamine (tmen) have also been prepared. The structure of the 2,2′-bipyridine adduct of Cu(lapacholate)
2
has been established by X-ray crystallography. The parameters are triclinic, space group
, a = 12.748(59) Å, b = 13.859(49) Å, c = 11.770(59) Å, α = 108.30(4)°, β = 108.08(3)°, γ = 68.94(3)°, Z = 2, R = 0.059 for 2256 unique reflections. The copper atom is in a distorted CuN
2
O
2
O
2
′ environment. The mechanism of the formation of this Cu(lapacholate)
2
is discussed. Keywords: electrochemical synthesis, lapachol, X-ray crystallography, copper(II) complex.</description><subject>Electrochemistry</subject><subject>Lapachol</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><recordid>eNp1kE1LxDAQhoMouK7iXyheBKE6SZukOcriJwte1nNI0wnt0jZr0i3svze6Xr3MMO88zMBDyDWFe0oL9TArmQOvTsiClhXkBVP0lCwAoMpLKNk5uYhxm0YJjC_I-6bFrOkC2inDPtXgbYtDZ02fxcM4tRi7mHmXRT9gNuCU8gZDN5upm_F305udsa3vL8mZM33Eq7--JJ_PT5vVa77-eHlbPa5zyyo-5ULIhomqBobKKQA0hjvOrASwHKhitWtQOEWp5KJ03BmkvEZhC9GgYrJYkpvj3V3wX3uMk976fRjTS81oJQpJFU3Q7RGywccY0Old6AYTDpqC_vGkkyedPCXy7kiOwQaMaIJt_4W_AXiraHA</recordid><startdate>19970501</startdate><enddate>19970501</enddate><creator>Oliveira, E.H. De</creator><creator>Medeiros, G.E.A</creator><creator>Peppe, C</creator><creator>Brown, Martyn A</creator><creator>Tuck, Dennis G</creator><general>NRC Research Press</general><general>Canadian Science Publishing NRC Research Press</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19970501</creationdate><title>The direct electrochemical synthesis of some metal derivatives of lapachol</title><author>Oliveira, E.H. De ; Medeiros, G.E.A ; Peppe, C ; Brown, Martyn A ; Tuck, Dennis G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c285t-667d268b02e9f900eaa5f52c700c50192bfde6f9117564f5fae15be6c36de9273</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Electrochemistry</topic><topic>Lapachol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Oliveira, E.H. De</creatorcontrib><creatorcontrib>Medeiros, G.E.A</creatorcontrib><creatorcontrib>Peppe, C</creatorcontrib><creatorcontrib>Brown, Martyn A</creatorcontrib><creatorcontrib>Tuck, Dennis G</creatorcontrib><collection>CrossRef</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Oliveira, E.H. De</au><au>Medeiros, G.E.A</au><au>Peppe, C</au><au>Brown, Martyn A</au><au>Tuck, Dennis G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The direct electrochemical synthesis of some metal derivatives of lapachol</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1997-05-01</date><risdate>1997</risdate><volume>75</volume><issue>5</issue><spage>499</spage><epage>506</epage><pages>499-506</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>The electrochemical oxidation of a sacrificial metal anode (M = Zn, Cd, Cu) in an acetonitrile solution of 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, lapachol, C
15
H
14
O
3
(=HL) gives ML
2
. The results are in keeping with earlier work on direct electrochemical synthesis in related systems. Adducts with 2,2′-bipyridine (bpy) and N,N,N′,N′-tetramethylethanediamine (tmen) have also been prepared. The structure of the 2,2′-bipyridine adduct of Cu(lapacholate)
2
has been established by X-ray crystallography. The parameters are triclinic, space group
, a = 12.748(59) Å, b = 13.859(49) Å, c = 11.770(59) Å, α = 108.30(4)°, β = 108.08(3)°, γ = 68.94(3)°, Z = 2, R = 0.059 for 2256 unique reflections. The copper atom is in a distorted CuN
2
O
2
O
2
′ environment. The mechanism of the formation of this Cu(lapacholate)
2
is discussed. Keywords: electrochemical synthesis, lapachol, X-ray crystallography, copper(II) complex.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v97-058</doi><tpages>8</tpages></addata></record> |
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| ispartof | Canadian journal of chemistry, 1997-05, Vol.75 (5), p.499-506 |
| issn | 0008-4042 1480-3291 |
| language | eng |
| recordid | cdi_proquest_journals_218637191 |
| source | NRC Research Press; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Electrochemistry Lapachol |
| title | The direct electrochemical synthesis of some metal derivatives of lapachol |
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