TY - JOUR
T1 - Solution and solid-state structures of lithiated cyclic phosphonates
AU - Denmark, Scott E.
AU - Swiss, Kevin A.
AU - Miller, Paula C.
AU - Wilson, Scott R.
PY - 1998
Y1 - 1998
N2 - Spectroscopic analysis of lithiated cyclic phosphonates belonging to the 1,3,2-dioxaphosphorinane 2-oxide class have been examined by NMR spectroscopy in THF and by single-crystal X-ray crystallography. Lithio P-benzyl-1,3,2-dioxaphosphorinane 2-oxide (Li+7-) and lithio P-isopropyl-1,3,2-dioxaphosphorinane 2-oxide (Li+8-) are characterized by freely rotating, sp2-hybridized onions devoid of lithium-carbon contacts. The anions are most likely dimers linked through oxygen-lithium bridges. The P-isopropyl compound crystallized from TMEDA/THF as a C-lithiated dimer in which each lithium bridges a carbon and an oxygen and is solvated by one TMEDA molecule.
AB - Spectroscopic analysis of lithiated cyclic phosphonates belonging to the 1,3,2-dioxaphosphorinane 2-oxide class have been examined by NMR spectroscopy in THF and by single-crystal X-ray crystallography. Lithio P-benzyl-1,3,2-dioxaphosphorinane 2-oxide (Li+7-) and lithio P-isopropyl-1,3,2-dioxaphosphorinane 2-oxide (Li+8-) are characterized by freely rotating, sp2-hybridized onions devoid of lithium-carbon contacts. The anions are most likely dimers linked through oxygen-lithium bridges. The P-isopropyl compound crystallized from TMEDA/THF as a C-lithiated dimer in which each lithium bridges a carbon and an oxygen and is solvated by one TMEDA molecule.
UR - http://www.scopus.com/inward/record.url?scp=0001411743&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0001411743&partnerID=8YFLogxK
U2 - 10.1002/(SICI)1098-1071(1998)9:2<209::AID-HC17>3.0.CO;2-V
DO - 10.1002/(SICI)1098-1071(1998)9:2<209::AID-HC17>3.0.CO;2-V
M3 - Article
AN - SCOPUS:0001411743
SN - 1042-7163
VL - 9
SP - 209
EP - 218
JO - Heteroatom Chemistry
JF - Heteroatom Chemistry
IS - 2
ER -