Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction
The compounds [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL (L = ONO 2 ( 2 ), OSO 2 CF 3 ( 3 )) and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = ONO 2 ( 5 ), OSO 2 CF 3 ( 6 )) were prepared by reacting [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbCl ( 1 ) and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbCl ( 4 ), respectively, with the appropriate si...
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| creator | Şuteu, Răzvan Raţ, Ciprian I. Silvestru, Cristian Simion, Andrada Candu, Natalia Pârvulescu, Vasile I. Silvestru, Anca |
| description | The compounds [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbL (L = ONO
2
(
2
), OSO
2
CF
3
(
3
)) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbL (L = ONO
2
(
5
), OSO
2
CF
3
(
6
)) were prepared by reacting [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbCl (
1
) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbCl (
4
), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species
2
–
6
were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid‐state structures for compounds
2
,
4
and
6,
as well as for the hydrolysis ionic product [{2‐(Me
2
N
+
HCH
2
)C
6
H
4
}{2‐(Me
2
NCH
2
)C
6
H
4
}SbOH][CF
3
SO
3
]
−
(
3h
) were determined using single‐crystal X‐ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species
14‐Sb‐6
in
2
and
10‐Sb‐4
in the cation of
3h
and in
4
and
6
. Compounds
1
–
6
and the starting amines PhCH
2
NMe
2
and PhCH
2
N(CH
2
C
6
H
4
Br‐2)
2
were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds
1
–
6
resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen. |
| doi_str_mv | 10.1002/aoc.5393 |
| format | Article |
| fullrecord | <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1002_aoc_5393</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1002_aoc_5393</sourcerecordid><originalsourceid>FETCH-LOGICAL-c723-9dd74a2dce9121147f0369661c0c6b308dfd08f3bc423aa4751def79b5412ca33</originalsourceid><addsrcrecordid>eNo1kc1u4jAUha1qKpVpK_UR7jJIhPFPSPBiFqNo2iAxUAl2CEWO7RRXYCPbjJTdPMK8YvskDcx0c7_7c-7ZHIQeCB4TjOk34eR4wji7QgOCOU9xwfgXNMA0n6Y0x5Mb9DWEV4wxz0k2QG9Vd9ReOueVsSJqBco4_yKsEzaag7NdMpvNhiDd4ehOVgVwLcT-J8CGvv_5m_zSQGFRVn0dlpBDBRls-2HVzEFYBZvn3eW4SC74lAz7fnvWJHP4DuV-BMvFst_1XJ1ZPgKD4RhWnY07HUwYQYj-JOPJ64uvFFHsu2gkNHonfht38mAs9GKotPUdeC1kNM7eoetW7IO-_89btH78uS6rdL58mpU_5qksKEu5UkUmqJKaE0pIVrSY5TzPicQybxieqlbhacsamVEmRFZMiNJtwZtJRqgUjN2i5J-t9C4Er9v66M1B-K4muD4nU_fJ1Odk2AcacXpO</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction</title><source>Wiley Online Library Journals【Remote access available】</source><creator>Şuteu, Răzvan ; Raţ, Ciprian I. ; Silvestru, Cristian ; Simion, Andrada ; Candu, Natalia ; Pârvulescu, Vasile I. ; Silvestru, Anca</creator><creatorcontrib>Şuteu, Răzvan ; Raţ, Ciprian I. ; Silvestru, Cristian ; Simion, Andrada ; Candu, Natalia ; Pârvulescu, Vasile I. ; Silvestru, Anca</creatorcontrib><description>The compounds [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbL (L = ONO
2
(
2
), OSO
2
CF
3
(
3
)) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbL (L = ONO
2
(
5
), OSO
2
CF
3
(
6
)) were prepared by reacting [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbCl (
1
) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbCl (
4
), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species
2
–
6
were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid‐state structures for compounds
2
,
4
and
6,
as well as for the hydrolysis ionic product [{2‐(Me
2
N
+
HCH
2
)C
6
H
4
}{2‐(Me
2
NCH
2
)C
6
H
4
}SbOH][CF
3
SO
3
]
−
(
3h
) were determined using single‐crystal X‐ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species
14‐Sb‐6
in
2
and
10‐Sb‐4
in the cation of
3h
and in
4
and
6
. Compounds
1
–
6
and the starting amines PhCH
2
NMe
2
and PhCH
2
N(CH
2
C
6
H
4
Br‐2)
2
were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds
1
–
6
resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.5393</identifier><language>eng</language><ispartof>Applied organometallic chemistry, 2020-04, Vol.34 (4)</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c723-9dd74a2dce9121147f0369661c0c6b308dfd08f3bc423aa4751def79b5412ca33</citedby><cites>FETCH-LOGICAL-c723-9dd74a2dce9121147f0369661c0c6b308dfd08f3bc423aa4751def79b5412ca33</cites><orcidid>0000-0002-1154-8130 ; 0000-0002-0942-581X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,782,786,27933,27934</link.rule.ids></links><search><creatorcontrib>Şuteu, Răzvan</creatorcontrib><creatorcontrib>Raţ, Ciprian I.</creatorcontrib><creatorcontrib>Silvestru, Cristian</creatorcontrib><creatorcontrib>Simion, Andrada</creatorcontrib><creatorcontrib>Candu, Natalia</creatorcontrib><creatorcontrib>Pârvulescu, Vasile I.</creatorcontrib><creatorcontrib>Silvestru, Anca</creatorcontrib><title>Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction</title><title>Applied organometallic chemistry</title><description>The compounds [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbL (L = ONO
2
(
2
), OSO
2
CF
3
(
3
)) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbL (L = ONO
2
(
5
), OSO
2
CF
3
(
6
)) were prepared by reacting [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbCl (
1
) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbCl (
4
), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species
2
–
6
were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid‐state structures for compounds
2
,
4
and
6,
as well as for the hydrolysis ionic product [{2‐(Me
2
N
+
HCH
2
)C
6
H
4
}{2‐(Me
2
NCH
2
)C
6
H
4
}SbOH][CF
3
SO
3
]
−
(
3h
) were determined using single‐crystal X‐ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species
14‐Sb‐6
in
2
and
10‐Sb‐4
in the cation of
3h
and in
4
and
6
. Compounds
1
–
6
and the starting amines PhCH
2
NMe
2
and PhCH
2
N(CH
2
C
6
H
4
Br‐2)
2
were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds
1
–
6
resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen.</description><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNo1kc1u4jAUha1qKpVpK_UR7jJIhPFPSPBiFqNo2iAxUAl2CEWO7RRXYCPbjJTdPMK8YvskDcx0c7_7c-7ZHIQeCB4TjOk34eR4wji7QgOCOU9xwfgXNMA0n6Y0x5Mb9DWEV4wxz0k2QG9Vd9ReOueVsSJqBco4_yKsEzaag7NdMpvNhiDd4ehOVgVwLcT-J8CGvv_5m_zSQGFRVn0dlpBDBRls-2HVzEFYBZvn3eW4SC74lAz7fnvWJHP4DuV-BMvFst_1XJ1ZPgKD4RhWnY07HUwYQYj-JOPJ64uvFFHsu2gkNHonfht38mAs9GKotPUdeC1kNM7eoetW7IO-_89btH78uS6rdL58mpU_5qksKEu5UkUmqJKaE0pIVrSY5TzPicQybxieqlbhacsamVEmRFZMiNJtwZtJRqgUjN2i5J-t9C4Er9v66M1B-K4muD4nU_fJ1Odk2AcacXpO</recordid><startdate>202004</startdate><enddate>202004</enddate><creator>Şuteu, Răzvan</creator><creator>Raţ, Ciprian I.</creator><creator>Silvestru, Cristian</creator><creator>Simion, Andrada</creator><creator>Candu, Natalia</creator><creator>Pârvulescu, Vasile I.</creator><creator>Silvestru, Anca</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-1154-8130</orcidid><orcidid>https://orcid.org/0000-0002-0942-581X</orcidid></search><sort><creationdate>202004</creationdate><title>Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction</title><author>Şuteu, Răzvan ; Raţ, Ciprian I. ; Silvestru, Cristian ; Simion, Andrada ; Candu, Natalia ; Pârvulescu, Vasile I. ; Silvestru, Anca</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c723-9dd74a2dce9121147f0369661c0c6b308dfd08f3bc423aa4751def79b5412ca33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Şuteu, Răzvan</creatorcontrib><creatorcontrib>Raţ, Ciprian I.</creatorcontrib><creatorcontrib>Silvestru, Cristian</creatorcontrib><creatorcontrib>Simion, Andrada</creatorcontrib><creatorcontrib>Candu, Natalia</creatorcontrib><creatorcontrib>Pârvulescu, Vasile I.</creatorcontrib><creatorcontrib>Silvestru, Anca</creatorcontrib><collection>CrossRef</collection><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Şuteu, Răzvan</au><au>Raţ, Ciprian I.</au><au>Silvestru, Cristian</au><au>Simion, Andrada</au><au>Candu, Natalia</au><au>Pârvulescu, Vasile I.</au><au>Silvestru, Anca</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2020-04</date><risdate>2020</risdate><volume>34</volume><issue>4</issue><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>The compounds [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbL (L = ONO
2
(
2
), OSO
2
CF
3
(
3
)) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbL (L = ONO
2
(
5
), OSO
2
CF
3
(
6
)) were prepared by reacting [2‐(Me
2
NCH
2
)C
6
H
4
]
2
SbCl (
1
) and [PhCH
2
N(CH
2
C
6
H
4
)
2
]SbCl (
4
), respectively, with the appropriate silver(I) salt in a 1:1 molar ratio. The new species
2
–
6
were structurally characterized in solution using multinuclear NMR and in the solid state using infrared spectroscopy. The solid‐state structures for compounds
2
,
4
and
6,
as well as for the hydrolysis ionic product [{2‐(Me
2
N
+
HCH
2
)C
6
H
4
}{2‐(Me
2
NCH
2
)C
6
H
4
}SbOH][CF
3
SO
3
]
−
(
3h
) were determined using single‐crystal X‐ray diffraction. Medium to strong intramolecular N→ Sb interactions were observed in all these four compounds, thus resulting in hypercoordinated organoantimony(III) species
14‐Sb‐6
in
2
and
10‐Sb‐4
in the cation of
3h
and in
4
and
6
. Compounds
1
–
6
and the starting amines PhCH
2
NMe
2
and PhCH
2
N(CH
2
C
6
H
4
Br‐2)
2
were investigated as catalysts in the Henry (nitroaldol) addition of nitromethane to benzaldehyde. The activity of compounds
1
–
6
resulted as an effect of the cooperation of the positively charged antimony with the negatively charged nitrogen.</abstract><doi>10.1002/aoc.5393</doi><orcidid>https://orcid.org/0000-0002-1154-8130</orcidid><orcidid>https://orcid.org/0000-0002-0942-581X</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0268-2605 |
| ispartof | Applied organometallic chemistry, 2020-04, Vol.34 (4) |
| issn | 0268-2605 1099-0739 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_aoc_5393 |
| source | Wiley Online Library Journals【Remote access available】 |
| title | Hypercoordinated diorganoantimony(III) compounds of types [2‐(Me 2 NCH 2 )C 6 H 4 ] 2 SbL and [PhCH 2 N(CH 2 C 6 H 4 ) 2 ]SbL (L = Cl, ONO 2 , OSO 2 CF 3 ). Synthesis, structure and catalytic behaviour in the Henry reaction |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-03T14%3A34%3A18IST&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=Hypercoordinated%20diorganoantimony(III)%20compounds%20of%20types%20%5B2%E2%80%90(Me%202%20NCH%202%20)C%206%20H%204%20%5D%202%20SbL%20and%20%5BPhCH%202%20N(CH%202%20C%206%20H%204%20)%202%20%5DSbL%20(L%20=%20Cl,%20ONO%202%20,%20OSO%202%20CF%203%20).%20Synthesis,%20structure%20and%20catalytic%20behaviour%20in%20the%20Henry%20reaction&rft.jtitle=Applied%20organometallic%20chemistry&rft.au=%C5%9Euteu,%20R%C4%83zvan&rft.date=2020-04&rft.volume=34&rft.issue=4&rft.issn=0268-2605&rft.eissn=1099-0739&rft_id=info:doi/10.1002/aoc.5393&rft_dat=%3Ccrossref%3E10_1002_aoc_5393%3C/crossref%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |