Steric influence of salicylaldehyde-based Schiff base ligands on the formation of trans-[Re(PR 3 ) 2 (Schiff base)] + complexes
Complexes of the type trans-[Re(PR ) (Schiff base)] (R = ethyl and/or phenyl) 2-7 were prepared by the reaction of (nBu N)[ReOCl ] with H sal en or H sal ibn followed by addition of a tertiary phosphine. The trans-[Re(PR ) (sal en)] complexes 2-4 were stable in solution, whereas the trans-[Re(PR ) (...
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Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2019-09, Vol.48 (34), p.12943-12955 |
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creator | Baumeister, Jakob E Mitchell, Andrew W Kelley, Steven P Barnes, Charles L Jurisson, Silvia S |
description | Complexes of the type trans-[Re(PR
)
(Schiff base)]
(R = ethyl and/or phenyl) 2-7 were prepared by the reaction of (nBu
N)[ReOCl
] with H
sal
en or H
sal
ibn followed by addition of a tertiary phosphine. The trans-[Re(PR
)
(sal
en)]
complexes 2-4 were stable in solution, whereas the trans-[Re(PR
)
(sal
ibn)]
complexes 6-7 were observed to convert to their corresponding cis-[ReO(PR
)(sal
ibn)]
products through a process involving ligand dissociation, metal oxidation, and Schiff base ligand rearrangement. The conversion of the trans-[Re(PR
)
(sal
ibn)]
complexes is likely driven by steric interactions between the bulky backbone gem-dimethyl groups of the sal
ibn ligand and the phosphine ligands. These complexes were isolated and characterized by
H and
C NMR, FT-IR spectroscopy, cyclic voltammetry, and single crystal X-ray diffraction. The results reported herein provide insight into the factors that drive trans-[Re(PR
)
(Schiff base)]
complex formation. This will aid in the development of novel
Re therapeutic agents and the design of novel bifunctional N
O
Schiff base ligands. |
doi_str_mv | 10.1039/c9dt02630d |
format | Article |
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)
(Schiff base)]
(R = ethyl and/or phenyl) 2-7 were prepared by the reaction of (nBu
N)[ReOCl
] with H
sal
en or H
sal
ibn followed by addition of a tertiary phosphine. The trans-[Re(PR
)
(sal
en)]
complexes 2-4 were stable in solution, whereas the trans-[Re(PR
)
(sal
ibn)]
complexes 6-7 were observed to convert to their corresponding cis-[ReO(PR
)(sal
ibn)]
products through a process involving ligand dissociation, metal oxidation, and Schiff base ligand rearrangement. The conversion of the trans-[Re(PR
)
(sal
ibn)]
complexes is likely driven by steric interactions between the bulky backbone gem-dimethyl groups of the sal
ibn ligand and the phosphine ligands. These complexes were isolated and characterized by
H and
C NMR, FT-IR spectroscopy, cyclic voltammetry, and single crystal X-ray diffraction. The results reported herein provide insight into the factors that drive trans-[Re(PR
)
(Schiff base)]
complex formation. This will aid in the development of novel
Re therapeutic agents and the design of novel bifunctional N
O
Schiff base ligands.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c9dt02630d</identifier><identifier>PMID: 31393493</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Chemical compounds ; Complex formation ; Coordination compounds ; Crystallography ; Imines ; Infrared spectroscopy ; Ligands ; NMR ; Nuclear magnetic resonance ; Oxidation ; Pharmacology ; Protons ; Single crystals</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2019-09, Vol.48 (34), p.12943-12955</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c315t-8768e35110d5fa7f8e494a1c1504f5d623ef30f8440be82698cb94ec7b2927423</citedby><cites>FETCH-LOGICAL-c315t-8768e35110d5fa7f8e494a1c1504f5d623ef30f8440be82698cb94ec7b2927423</cites><orcidid>0000-0002-2142-7412 ; 0000-0001-6755-4495</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31393493$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Baumeister, Jakob E</creatorcontrib><creatorcontrib>Mitchell, Andrew W</creatorcontrib><creatorcontrib>Kelley, Steven P</creatorcontrib><creatorcontrib>Barnes, Charles L</creatorcontrib><creatorcontrib>Jurisson, Silvia S</creatorcontrib><title>Steric influence of salicylaldehyde-based Schiff base ligands on the formation of trans-[Re(PR 3 ) 2 (Schiff base)] + complexes</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>Complexes of the type trans-[Re(PR
)
(Schiff base)]
(R = ethyl and/or phenyl) 2-7 were prepared by the reaction of (nBu
N)[ReOCl
] with H
sal
en or H
sal
ibn followed by addition of a tertiary phosphine. The trans-[Re(PR
)
(sal
en)]
complexes 2-4 were stable in solution, whereas the trans-[Re(PR
)
(sal
ibn)]
complexes 6-7 were observed to convert to their corresponding cis-[ReO(PR
)(sal
ibn)]
products through a process involving ligand dissociation, metal oxidation, and Schiff base ligand rearrangement. The conversion of the trans-[Re(PR
)
(sal
ibn)]
complexes is likely driven by steric interactions between the bulky backbone gem-dimethyl groups of the sal
ibn ligand and the phosphine ligands. These complexes were isolated and characterized by
H and
C NMR, FT-IR spectroscopy, cyclic voltammetry, and single crystal X-ray diffraction. The results reported herein provide insight into the factors that drive trans-[Re(PR
)
(Schiff base)]
complex formation. This will aid in the development of novel
Re therapeutic agents and the design of novel bifunctional N
O
Schiff base ligands.</description><subject>Chemical compounds</subject><subject>Complex formation</subject><subject>Coordination compounds</subject><subject>Crystallography</subject><subject>Imines</subject><subject>Infrared spectroscopy</subject><subject>Ligands</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oxidation</subject><subject>Pharmacology</subject><subject>Protons</subject><subject>Single crystals</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpd0UlLxDAUB_AgisvoxQ8gAS-jUs3WJUcZVxAUl5NISZMXp5K2Y9KCc_Krm3FDPOU9-L0_gT9C25QcUsLlkZamJyzjxCyhdSryPJGMi-XfmWVraCOEF0IYIylbRWuccsmF5Ovo_a4HX2tct9YN0GrAncVBuVrPnXIGpnMDSaUCGHynp7W1eLFgVz-r1gTctbifAradb1Rfxy1e9161IXm8hfHNLeZ4DzM8_nO794QPsO6amYM3CJtoxSoXYOv7HaGHs9P7yUVydX1-OTm-SjSnaZ8UeVYATyklJrUqtwUIKRTVNCXCpiZjHCwnthCCVFCwTBa6kgJ0XjHJcsH4CI2_cme-ex0g9GVTBw3OqRa6IZSM5YSQggga6e4_-tINvo2_iyqKmE7TqPa_lPZdCB5sOfN1o_y8pKRc1FJO5Mn9Zy0nEe98Rw5VA-aX_vTAPwDeqIU3</recordid><startdate>20190914</startdate><enddate>20190914</enddate><creator>Baumeister, Jakob E</creator><creator>Mitchell, Andrew W</creator><creator>Kelley, Steven P</creator><creator>Barnes, Charles L</creator><creator>Jurisson, Silvia S</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-2142-7412</orcidid><orcidid>https://orcid.org/0000-0001-6755-4495</orcidid></search><sort><creationdate>20190914</creationdate><title>Steric influence of salicylaldehyde-based Schiff base ligands on the formation of trans-[Re(PR 3 ) 2 (Schiff base)] + complexes</title><author>Baumeister, Jakob E ; Mitchell, Andrew W ; Kelley, Steven P ; Barnes, Charles L ; Jurisson, Silvia S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-8768e35110d5fa7f8e494a1c1504f5d623ef30f8440be82698cb94ec7b2927423</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Chemical compounds</topic><topic>Complex formation</topic><topic>Coordination compounds</topic><topic>Crystallography</topic><topic>Imines</topic><topic>Infrared spectroscopy</topic><topic>Ligands</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oxidation</topic><topic>Pharmacology</topic><topic>Protons</topic><topic>Single crystals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Baumeister, Jakob E</creatorcontrib><creatorcontrib>Mitchell, Andrew W</creatorcontrib><creatorcontrib>Kelley, Steven P</creatorcontrib><creatorcontrib>Barnes, Charles L</creatorcontrib><creatorcontrib>Jurisson, Silvia S</creatorcontrib><collection>PubMed</collection><collection>CrossRef</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><collection>MEDLINE - Academic</collection><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Baumeister, Jakob E</au><au>Mitchell, Andrew W</au><au>Kelley, Steven P</au><au>Barnes, Charles L</au><au>Jurisson, Silvia S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Steric influence of salicylaldehyde-based Schiff base ligands on the formation of trans-[Re(PR 3 ) 2 (Schiff base)] + complexes</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2019-09-14</date><risdate>2019</risdate><volume>48</volume><issue>34</issue><spage>12943</spage><epage>12955</epage><pages>12943-12955</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Complexes of the type trans-[Re(PR
)
(Schiff base)]
(R = ethyl and/or phenyl) 2-7 were prepared by the reaction of (nBu
N)[ReOCl
] with H
sal
en or H
sal
ibn followed by addition of a tertiary phosphine. The trans-[Re(PR
)
(sal
en)]
complexes 2-4 were stable in solution, whereas the trans-[Re(PR
)
(sal
ibn)]
complexes 6-7 were observed to convert to their corresponding cis-[ReO(PR
)(sal
ibn)]
products through a process involving ligand dissociation, metal oxidation, and Schiff base ligand rearrangement. The conversion of the trans-[Re(PR
)
(sal
ibn)]
complexes is likely driven by steric interactions between the bulky backbone gem-dimethyl groups of the sal
ibn ligand and the phosphine ligands. These complexes were isolated and characterized by
H and
C NMR, FT-IR spectroscopy, cyclic voltammetry, and single crystal X-ray diffraction. The results reported herein provide insight into the factors that drive trans-[Re(PR
)
(Schiff base)]
complex formation. This will aid in the development of novel
Re therapeutic agents and the design of novel bifunctional N
O
Schiff base ligands.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>31393493</pmid><doi>10.1039/c9dt02630d</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0002-2142-7412</orcidid><orcidid>https://orcid.org/0000-0001-6755-4495</orcidid></addata></record> |
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language | eng |
recordid | cdi_proquest_miscellaneous_2270008041 |
source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Chemical compounds Complex formation Coordination compounds Crystallography Imines Infrared spectroscopy Ligands NMR Nuclear magnetic resonance Oxidation Pharmacology Protons Single crystals |
title | Steric influence of salicylaldehyde-based Schiff base ligands on the formation of trans-[Re(PR 3 ) 2 (Schiff base)] + complexes |
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