P4 functionalization by hydrides: direct synthesis of P-H bondsElectronic supplementary information (ESI) available: Experimental procedures and characterizations of compounds. CCDC 1423489. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc01683a
A direct method for white phosphorus functionalization by hydride sources is presented. Excess BH 4 − in n -butylamine produces HP 4 − as the major P-containing species. Reaction with LiBEt 3 H forms the borane-stabilized phosphanide Li(PH 2 )(BEt 3 ) 2 , which may be used to synthesize various phos...
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creator | Bhattacharyya, Koyel X Dreyfuss, Sébastien Saffon-Merceron, Nathalie Mézailles, Nicolas |
description | A direct method for white phosphorus functionalization by hydride sources is presented. Excess BH
4
−
in
n
-butylamine produces HP
4
−
as the major P-containing species. Reaction with LiBEt
3
H forms the borane-stabilized phosphanide Li(PH
2
)(BEt
3
)
2
, which may be used to synthesize various phosphines. Triethylborane may be replaced by BH
3
, resulting in the formation of LiPH
2
(BH
3
)
2
.
Functionalization of white phosphorus (P
4
) by hydride sources MBH
4
and LiBEt
3
H leads to the formation of HP
4
M and LiPH
2
(BEt
3
)
2
respectively. |
doi_str_mv | 10.1039/c6cc01683a |
format | Article |
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4
−
in
n
-butylamine produces HP
4
−
as the major P-containing species. Reaction with LiBEt
3
H forms the borane-stabilized phosphanide Li(PH
2
)(BEt
3
)
2
, which may be used to synthesize various phosphines. Triethylborane may be replaced by BH
3
, resulting in the formation of LiPH
2
(BH
3
)
2
.
Functionalization of white phosphorus (P
4
) by hydride sources MBH
4
and LiBEt
3
H leads to the formation of HP
4
M and LiPH
2
(BEt
3
)
2
respectively.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c6cc01683a</identifier><creationdate>2016-03</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Bhattacharyya, Koyel X</creatorcontrib><creatorcontrib>Dreyfuss, Sébastien</creatorcontrib><creatorcontrib>Saffon-Merceron, Nathalie</creatorcontrib><creatorcontrib>Mézailles, Nicolas</creatorcontrib><title>P4 functionalization by hydrides: direct synthesis of P-H bondsElectronic supplementary information (ESI) available: Experimental procedures and characterizations of compounds. CCDC 1423489. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc01683a</title><description>A direct method for white phosphorus functionalization by hydride sources is presented. Excess BH
4
−
in
n
-butylamine produces HP
4
−
as the major P-containing species. Reaction with LiBEt
3
H forms the borane-stabilized phosphanide Li(PH
2
)(BEt
3
)
2
, which may be used to synthesize various phosphines. Triethylborane may be replaced by BH
3
, resulting in the formation of LiPH
2
(BH
3
)
2
.
Functionalization of white phosphorus (P
4
) by hydride sources MBH
4
and LiBEt
3
H leads to the formation of HP
4
M and LiPH
2
(BEt
3
)
2
respectively.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkL1PwzAQxQMCifKxsINuhCEhIUlJu6ap2olKMLBVV9shRq5tnRNE-OtxG6QODNzik967d79zEFwncZTE6eSBjRmLk3GR4nEwStJxFuZZ8Xay6_NJ-JRm-Vlw7txH7CvJi9HR7SqDutOslUajkt-4a2DTQ9Nzkly4KXBJgrXget02wkkHpoZVuICN0dxVymtktGTgOmuV2ArdIvUgdW1oO8TdVS_Le8BPlAo3Skyh-rKC5N6qwJJhgnckHKDmwBokZK3XB5j9Pma21nR-XwRlOSshyR7TrJhEMDcEPn2YpN75QGXeCW3jiTi26EGgXM7B-4znJxAH4oEQnBAwe15O4e8vXganNSonrn7fi-BmXr2Wi5AcW1t_gj91fbCn_-k_2w-HNw</recordid><startdate>20160331</startdate><enddate>20160331</enddate><creator>Bhattacharyya, Koyel X</creator><creator>Dreyfuss, Sébastien</creator><creator>Saffon-Merceron, Nathalie</creator><creator>Mézailles, Nicolas</creator><scope/></search><sort><creationdate>20160331</creationdate><title>P4 functionalization by hydrides: direct synthesis of P-H bondsElectronic supplementary information (ESI) available: Experimental procedures and characterizations of compounds. CCDC 1423489. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc01683a</title><author>Bhattacharyya, Koyel X ; Dreyfuss, Sébastien ; Saffon-Merceron, Nathalie ; Mézailles, Nicolas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c6cc01683a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bhattacharyya, Koyel X</creatorcontrib><creatorcontrib>Dreyfuss, Sébastien</creatorcontrib><creatorcontrib>Saffon-Merceron, Nathalie</creatorcontrib><creatorcontrib>Mézailles, Nicolas</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bhattacharyya, Koyel X</au><au>Dreyfuss, Sébastien</au><au>Saffon-Merceron, Nathalie</au><au>Mézailles, Nicolas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>P4 functionalization by hydrides: direct synthesis of P-H bondsElectronic supplementary information (ESI) available: Experimental procedures and characterizations of compounds. CCDC 1423489. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc01683a</atitle><date>2016-03-31</date><risdate>2016</risdate><volume>52</volume><issue>29</issue><spage>5179</spage><epage>5182</epage><pages>5179-5182</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>A direct method for white phosphorus functionalization by hydride sources is presented. Excess BH
4
−
in
n
-butylamine produces HP
4
−
as the major P-containing species. Reaction with LiBEt
3
H forms the borane-stabilized phosphanide Li(PH
2
)(BEt
3
)
2
, which may be used to synthesize various phosphines. Triethylborane may be replaced by BH
3
, resulting in the formation of LiPH
2
(BH
3
)
2
.
Functionalization of white phosphorus (P
4
) by hydride sources MBH
4
and LiBEt
3
H leads to the formation of HP
4
M and LiPH
2
(BEt
3
)
2
respectively.</abstract><doi>10.1039/c6cc01683a</doi><tpages>4</tpages></addata></record> |
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title | P4 functionalization by hydrides: direct synthesis of P-H bondsElectronic supplementary information (ESI) available: Experimental procedures and characterizations of compounds. CCDC 1423489. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc01683a |
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