Facile ring-opening of THF at a lithium center induced by a pendant Si-H bond and BPh3Electronic supplementary information (ESI) available: Description of compounds 1-5 and 7. CCDC 1544769 (3) and 1544770 (7). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt01671a
The macrocyclic polyamine 1,4,7-trimethyl-1,4,7,10-tetraazacyclododecane [LH = (Me 3 TACD)H] formed adducts with tetramethyl-silazides [M{N(SiHMe 2 ) 2 }] (M = Li, Na, K) of light alkali metals. Upon heating, intramolecular dehydrocoupling occurred to give [M{(L)SiMe 2 N(SiHMe 2 )}]. BPh 3 induced f...
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| creator | Mukherjee, Debabrata Osseili, Hassan Spaniol, Thomas P Okuda, Jun |
| description | The macrocyclic polyamine 1,4,7-trimethyl-1,4,7,10-tetraazacyclododecane [LH = (Me
3
TACD)H] formed adducts with tetramethyl-silazides [M{N(SiHMe
2
)
2
}] (M = Li, Na, K) of light alkali metals. Upon heating, intramolecular dehydrocoupling occurred to give [M{(L)SiMe
2
N(SiHMe
2
)}]. BPh
3
induced facile ring-opening of THF when reacted with [Li{(L)SiMe
2
N(SiHMe
2
)}].
Triphenylborane (BPh
3
) induces a facile THF ring-opening at a lithium center where a pendant Si-H bond acts as the nucleophile to cleave the C
α
-O bond. |
| doi_str_mv | 10.1039/c7dt01671a |
| format | Article |
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3
TACD)H] formed adducts with tetramethyl-silazides [M{N(SiHMe
2
)
2
}] (M = Li, Na, K) of light alkali metals. Upon heating, intramolecular dehydrocoupling occurred to give [M{(L)SiMe
2
N(SiHMe
2
)}]. BPh
3
induced facile ring-opening of THF when reacted with [Li{(L)SiMe
2
N(SiHMe
2
)}].
Triphenylborane (BPh
3
) induces a facile THF ring-opening at a lithium center where a pendant Si-H bond acts as the nucleophile to cleave the C
α
-O bond.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c7dt01671a</identifier><language>eng</language><creationdate>2017-06</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>Mukherjee, Debabrata</creatorcontrib><creatorcontrib>Osseili, Hassan</creatorcontrib><creatorcontrib>Spaniol, Thomas P</creatorcontrib><creatorcontrib>Okuda, Jun</creatorcontrib><title>Facile ring-opening of THF at a lithium center induced by a pendant Si-H bond and BPh3Electronic supplementary information (ESI) available: Description of compounds 1-5 and 7. CCDC 1544769 (3) and 1544770 (7). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt01671a</title><description>The macrocyclic polyamine 1,4,7-trimethyl-1,4,7,10-tetraazacyclododecane [LH = (Me
3
TACD)H] formed adducts with tetramethyl-silazides [M{N(SiHMe
2
)
2
}] (M = Li, Na, K) of light alkali metals. Upon heating, intramolecular dehydrocoupling occurred to give [M{(L)SiMe
2
N(SiHMe
2
)}]. BPh
3
induced facile ring-opening of THF when reacted with [Li{(L)SiMe
2
N(SiHMe
2
)}].
Triphenylborane (BPh
3
) induces a facile THF ring-opening at a lithium center where a pendant Si-H bond acts as the nucleophile to cleave the C
α
-O bond.</description><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkDFPwzAQhQMCiVJY2JGOrR1S4iSt1Y6kjdoJpHavrrbTGDl2ZDtI_fdYAdEBCQbrfH7vnr5zFD2QZEKSbP7MKPcJmVGCl9GA5JTG8zTLr37u6ewmunXuPUnSNJmmgwtSIpNKgJX6GJtW6FDBVLBbl4AeEJT0tewaYEJ7YUFq3jHB4XAKWrBz1B62Ml7DwWgOGM7LW52tlGDeGi0ZuK5tlWjCONpTmK-MbdBLo2G02m7GgB8oFR6UWMBSOGZl24uBgZmmNZ3mDkg87aPpBIpiWQCZ5jmdzWGUjfv3vqcJjOh4AqWxEJJ7gdmT86iUOVps60DD0WOAgGJTQvAZX4elxJn2iw6cELB83Szg98feRdcVKifuv-sweixXu2IdW8f2rZVNWHN_tmfD6Okvfd_yKvsv4xO2u5Jd</recordid><startdate>20170627</startdate><enddate>20170627</enddate><creator>Mukherjee, Debabrata</creator><creator>Osseili, Hassan</creator><creator>Spaniol, Thomas P</creator><creator>Okuda, Jun</creator><scope/></search><sort><creationdate>20170627</creationdate><title>Facile ring-opening of THF at a lithium center induced by a pendant Si-H bond and BPh3Electronic supplementary information (ESI) available: Description of compounds 1-5 and 7. CCDC 1544769 (3) and 1544770 (7). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt01671a</title><author>Mukherjee, Debabrata ; Osseili, Hassan ; Spaniol, Thomas P ; Okuda, Jun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c7dt01671a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mukherjee, Debabrata</creatorcontrib><creatorcontrib>Osseili, Hassan</creatorcontrib><creatorcontrib>Spaniol, Thomas P</creatorcontrib><creatorcontrib>Okuda, Jun</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mukherjee, Debabrata</au><au>Osseili, Hassan</au><au>Spaniol, Thomas P</au><au>Okuda, Jun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile ring-opening of THF at a lithium center induced by a pendant Si-H bond and BPh3Electronic supplementary information (ESI) available: Description of compounds 1-5 and 7. CCDC 1544769 (3) and 1544770 (7). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt01671a</atitle><date>2017-06-27</date><risdate>2017</risdate><volume>46</volume><issue>25</issue><spage>817</spage><epage>821</epage><pages>817-821</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>The macrocyclic polyamine 1,4,7-trimethyl-1,4,7,10-tetraazacyclododecane [LH = (Me
3
TACD)H] formed adducts with tetramethyl-silazides [M{N(SiHMe
2
)
2
}] (M = Li, Na, K) of light alkali metals. Upon heating, intramolecular dehydrocoupling occurred to give [M{(L)SiMe
2
N(SiHMe
2
)}]. BPh
3
induced facile ring-opening of THF when reacted with [Li{(L)SiMe
2
N(SiHMe
2
)}].
Triphenylborane (BPh
3
) induces a facile THF ring-opening at a lithium center where a pendant Si-H bond acts as the nucleophile to cleave the C
α
-O bond.</abstract><doi>10.1039/c7dt01671a</doi><tpages>5</tpages></addata></record> |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| title | Facile ring-opening of THF at a lithium center induced by a pendant Si-H bond and BPh3Electronic supplementary information (ESI) available: Description of compounds 1-5 and 7. CCDC 1544769 (3) and 1544770 (7). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt01671a |
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