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The palladium( ii ) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki–Miyaura reaction
In this paper we wish to present the first results on the synthesis of N , N -diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium( ii ), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) an...
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Published in: | RSC advances 2014, Vol.4 (82), p.43792-43799 |
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Main Authors: | , , , , , , , , , |
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Language: | English |
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container_end_page | 43799 |
container_issue | 82 |
container_start_page | 43792 |
container_title | RSC advances |
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creator | Damljanović, Ivan Stevanović, Dragana Pejović, Anka Ilić, Danijela Živković, Marija Jovanović, Jovana Vukićević, Mirjana Bogdanović, Goran A. Radulović, Niko S. Vukićević, Rastko D. |
description | In this paper we wish to present the first results on the synthesis of
N
,
N
-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(
ii
), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki–Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated
in situ
, proved to be an excellent precatalyst in Suzuki–Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions. |
doi_str_mv | 10.1039/C4RA08140D |
format | article |
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N
,
N
-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(
ii
), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki–Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated
in situ
, proved to be an excellent precatalyst in Suzuki–Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C4RA08140D</identifier><language>eng</language><ispartof>RSC advances, 2014, Vol.4 (82), p.43792-43799</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773</citedby><cites>FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Damljanović, Ivan</creatorcontrib><creatorcontrib>Stevanović, Dragana</creatorcontrib><creatorcontrib>Pejović, Anka</creatorcontrib><creatorcontrib>Ilić, Danijela</creatorcontrib><creatorcontrib>Živković, Marija</creatorcontrib><creatorcontrib>Jovanović, Jovana</creatorcontrib><creatorcontrib>Vukićević, Mirjana</creatorcontrib><creatorcontrib>Bogdanović, Goran A.</creatorcontrib><creatorcontrib>Radulović, Niko S.</creatorcontrib><creatorcontrib>Vukićević, Rastko D.</creatorcontrib><title>The palladium( ii ) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki–Miyaura reaction</title><title>RSC advances</title><description>In this paper we wish to present the first results on the synthesis of
N
,
N
-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(
ii
), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki–Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated
in situ
, proved to be an excellent precatalyst in Suzuki–Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNpNkE1OwzAUhC0EElXphhN4CagBO06chF1VfqVSJCjr6MVxFEPqVP5BhBV34BjcipOQABLM4ps3GuktBqF9So4pYdnJPLqbkZRG5GwLjUIS8SAkPNv-d--iibWPpBePacjpCH2saok30DRQKr8-wErhQyza9aaRL7it8HK6DEolXd01AQ0qaUwrpO4DC1ytoPAONKyVlqfYdtrV0io7xbZtvFOtxqDLIaieDpzsabxw3sjvRoCDpnNKYBBOPSvXYaXxvX_1T-rz7f1GdeANYCOHutV7aKeCxsrJr4_Rw8X5an4VLG4vr-ezRSBCRl3AyzQRIedxHCdxMZCxKhZFRkspMiAVJGmVCSYLYGmZcBIJFpIs5GlZJZAkbIyOfv4K01prZJVvjFqD6XJK8mHp_G9p9gWX93SK</recordid><startdate>2014</startdate><enddate>2014</enddate><creator>Damljanović, Ivan</creator><creator>Stevanović, Dragana</creator><creator>Pejović, Anka</creator><creator>Ilić, Danijela</creator><creator>Živković, Marija</creator><creator>Jovanović, Jovana</creator><creator>Vukićević, Mirjana</creator><creator>Bogdanović, Goran A.</creator><creator>Radulović, Niko S.</creator><creator>Vukićević, Rastko D.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2014</creationdate><title>The palladium( ii ) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki–Miyaura reaction</title><author>Damljanović, Ivan ; Stevanović, Dragana ; Pejović, Anka ; Ilić, Danijela ; Živković, Marija ; Jovanović, Jovana ; Vukićević, Mirjana ; Bogdanović, Goran A. ; Radulović, Niko S. ; Vukićević, Rastko D.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Damljanović, Ivan</creatorcontrib><creatorcontrib>Stevanović, Dragana</creatorcontrib><creatorcontrib>Pejović, Anka</creatorcontrib><creatorcontrib>Ilić, Danijela</creatorcontrib><creatorcontrib>Živković, Marija</creatorcontrib><creatorcontrib>Jovanović, Jovana</creatorcontrib><creatorcontrib>Vukićević, Mirjana</creatorcontrib><creatorcontrib>Bogdanović, Goran A.</creatorcontrib><creatorcontrib>Radulović, Niko S.</creatorcontrib><creatorcontrib>Vukićević, Rastko D.</creatorcontrib><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Damljanović, Ivan</au><au>Stevanović, Dragana</au><au>Pejović, Anka</au><au>Ilić, Danijela</au><au>Živković, Marija</au><au>Jovanović, Jovana</au><au>Vukićević, Mirjana</au><au>Bogdanović, Goran A.</au><au>Radulović, Niko S.</au><au>Vukićević, Rastko D.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The palladium( ii ) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki–Miyaura reaction</atitle><jtitle>RSC advances</jtitle><date>2014</date><risdate>2014</risdate><volume>4</volume><issue>82</issue><spage>43792</spage><epage>43799</epage><pages>43792-43799</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>In this paper we wish to present the first results on the synthesis of
N
,
N
-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(
ii
), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki–Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated
in situ
, proved to be an excellent precatalyst in Suzuki–Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.</abstract><doi>10.1039/C4RA08140D</doi><tpages>8</tpages></addata></record> |
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source | Royal Society of Chemistry |
title | The palladium( ii ) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki–Miyaura reaction |
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