P-H-functionalized phosphanyl alcohols: RHPCH2CHMeOH and 2-PHR-1-OH-cyclo-C6H10 (R = Ph, 2,4,6-Me3C6H2, 2,4,6-iPr(3)C(6)H(2)) and molecular structures of (C-R,C-R,P-R/C-S,C-S,P-S)-2-PH(2,4,6-iPr(3)C(6)H(2))-1-OH-cyclo-C6H10 and its dilithio salt [Li-2(THF)(0.5){(C-R,C-R/C-S,C-S)-2-P(2,4,6-iPr(3)C(6)H(2))-1-O-cyclo-C6H10}](4)

Citation
T. Koch et al., P-H-functionalized phosphanyl alcohols: RHPCH2CHMeOH and 2-PHR-1-OH-cyclo-C6H10 (R = Ph, 2,4,6-Me3C6H2, 2,4,6-iPr(3)C(6)H(2)) and molecular structures of (C-R,C-R,P-R/C-S,C-S,P-S)-2-PH(2,4,6-iPr(3)C(6)H(2))-1-OH-cyclo-C6H10 and its dilithio salt [Li-2(THF)(0.5){(C-R,C-R/C-S,C-S)-2-P(2,4,6-iPr(3)C(6)H(2))-1-O-cyclo-C6H10}](4), EUR J INORG, (10), 2000, pp. 2167-2172
Citations number
21
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
ISSN journal
14341948 → ACNP
Issue
10
Year of publication
2000
Pages
2167 - 2172
Database
ISI
SICI code
1434-1948(200010):10<2167:PPARA2>2.0.ZU;2-J
Abstract
The P-H-functionalized phosphanyl alcohols RHPCH2-CHMeOH [R = Ph (1), 2,4,6 -Me3C6H2 (Mes) (2), 2,4,6-iPr(3)C(6)H(2) (Tipp) (3)] and 2-PHR-1-OH-cyclo-C 6H10 [(R = Ph) (4), Mes (5), Tipp (6)] have been prepared by ring-opening o f propane oxide or cyclohexene oxide, respectively, with the appropriate Li PHR species, followed by hydrolytic workup and distillation (1-4) or recrys tallization (5, 6). 1-6, which were obtained as diastereomeric mixtures, ha ve been characterized spectroscopically (H-1, C-13, P-31 NMR, IR, MS). Only in the case of 6 could separation of the diastereomers be achieved by frac tional crystallization and the molecular structure of the racemic isomer (C -R,C-R,P-R/C-S,C-S,P-S) has been determined. In situ double deprotonation o f 1-6 with BuLi gave the corresponding dianions 1a-6a. The molecular struct ure of the dilithio salt [Li-2(THF)(0.5){(C-R,C-R/C-S,C-S) -2-P(2,4,6-iPr(3 )C(6)H(2))-1-O-cyclo-C6H10}](4) (6a) has been determined and shows that it is tetrameric in the solid state with a central Li-3 cluster.