Loading…

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...

Full description

Saved in:
Bibliographic Details
Published in:RSC advances 2014, Vol.4 (82), p.43792-43799
Main Authors: Damljanović, Ivan, Stevanović, Dragana, Pejović, Anka, Ilić, Danijela, Živković, Marija, Jovanović, Jovana, Vukićević, Mirjana, Bogdanović, Goran A., Radulović, Niko S., Vukićević, Rastko D.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773
cites cdi_FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773
container_end_page 43799
container_issue 82
container_start_page 43792
container_title RSC advances
container_volume 4
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
fullrecord <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C4RA08140D</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1039_C4RA08140D</sourcerecordid><originalsourceid>FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773</originalsourceid><addsrcrecordid>eNpNkE1OwzAUhC0EElXphhN4CagBO06chF1VfqVSJCjr6MVxFEPqVP5BhBV34BjcipOQABLM4ps3GuktBqF9So4pYdnJPLqbkZRG5GwLjUIS8SAkPNv-d--iibWPpBePacjpCH2saok30DRQKr8-wErhQyza9aaRL7it8HK6DEolXd01AQ0qaUwrpO4DC1ytoPAONKyVlqfYdtrV0io7xbZtvFOtxqDLIaieDpzsabxw3sjvRoCDpnNKYBBOPSvXYaXxvX_1T-rz7f1GdeANYCOHutV7aKeCxsrJr4_Rw8X5an4VLG4vr-ezRSBCRl3AyzQRIedxHCdxMZCxKhZFRkspMiAVJGmVCSYLYGmZcBIJFpIs5GlZJZAkbIyOfv4K01prZJVvjFqD6XJK8mHp_G9p9gWX93SK</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><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><source>Royal Society of Chemistry</source><creator>Damljanović, Ivan ; Stevanović, Dragana ; Pejović, Anka ; Ilić, Danijela ; Živković, Marija ; Jovanović, Jovana ; Vukićević, Mirjana ; Bogdanović, Goran A. ; Radulović, Niko S. ; Vukićević, Rastko D.</creator><creatorcontrib>Damljanović, Ivan ; Stevanović, Dragana ; Pejović, Anka ; Ilić, Danijela ; Živković, Marija ; Jovanović, Jovana ; Vukićević, Mirjana ; Bogdanović, Goran A. ; Radulović, Niko S. ; Vukićević, Rastko D.</creatorcontrib><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><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>
fulltext fulltext
identifier ISSN: 2046-2069
ispartof RSC advances, 2014, Vol.4 (82), p.43792-43799
issn 2046-2069
2046-2069
language eng
recordid cdi_crossref_primary_10_1039_C4RA08140D
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
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-28T19%3A02%3A45IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=The%20palladium(%20ii%20)%20complex%20of%20N,N-diethyl-1-ferrocenyl-3-thiabutanamine:%20synthesis,%20solution%20and%20solid%20state%20structure%20and%20catalytic%20activity%20in%20Suzuki%E2%80%93Miyaura%20reaction&rft.jtitle=RSC%20advances&rft.au=Damljanovi%C4%87,%20Ivan&rft.date=2014&rft.volume=4&rft.issue=82&rft.spage=43792&rft.epage=43799&rft.pages=43792-43799&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/C4RA08140D&rft_dat=%3Ccrossref%3E10_1039_C4RA08140D%3C/crossref%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c231t-6d87c26655575b555733f5cb91dec9a0fa78f9c3eba38d7604c3209268df7a773%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true