| | 1 | Author
| DavidJ. Brauer, Jörg Fischer, Stefan Kucken, KlausP. Langhans, O. Thm, Ar Stelzer, Norbert Weferling | Requires cookie* | | | Title
| Wasserlösliche Phosphane, III [1] Wasserlösliche primäre Phosphane mit Ammoniumgruppierungen NR2R' in der Seitenkette -donorfunktionalisierte Amphiphile Water-Soluble Phosphanes, III [1] Water-Soluble Primary Phosphanes with Ammonium Groups NR2R' in the Side Chain -Donor-Functionalized Amphiphiles  | | | | Abstract
| Primary and secondary aminoalkylphosphanes R2N -(C H 2)" ,-P H 2 (R 2 = Me2, «Bu2, C5H 10, C4H 80 , 2-(l-Methyl-2-pyrrolidinyl); m = 2, 3, 6, 10, 11; 1 -6) or [R2N -(C H 2)m]2PH (7, R2 = C5H 10; m = 2) are accessible by aminoalkylation of PH 3 with tö-chloroalkylamines R2N -(C H 2)m-C l in the superbasic medium DM SO/KOH (DM SO = dimethylsulfoxide). By selective N-quaternization of 1, 2, 4 -6 with RT (R ' = Me, C"H2" + 1; n = 6 -8 , 12, 16, 18) in the two-phase system CH2C12/H 20 novel primary phosphanes [R 'R 2N -(C H 2)m-P H 2]+I~ (ll-1 6 f) with quaternary ammonium groups in the alkyl side chain are obtained. The water solubility of l l -1 6 f decreases with increasing chain length (n) of R'. 11 (R = R' = Me; m = 2) shows a trans conformation at the C2H 4 bridge according to an X-ray structural analysis. Protonation of 1, 2, 4, 5 with HC1 affords the water-soluble hydrochlorides [HR2N -(C H 2)" ,-P H 2]+C1~ (19-22). The cationic primary phosphanes l l -1 6 f are stable towards oxygen. By oxidation of 11 with one or two equivalents of H 20 2 the primary phos phane oxide [Me3N -(C H 2)2-P (0) H 2]+I~ (23) or the phosphonous acid [Me3N -(C H 2)2-P (0)(0 H)H ]+I~ (23aj are formed. Hofmann degradation of 11 or 16c with KOH yields phosphirane in good yields. Reaction of 1, 2, 4 -6 (L) with Fe2(CO)9 at ambient temperature yields stable complexes (CO)4FeL (26-30). U nder more rigorous conditions Fe3 clusters (31, 32) with free R2N groups are obtained. | | | |
Reference
| Z. Naturforsch. 49b, 1511—1524 (1994); eingegangen am 16. Mai 1994 | | | |
Published
| 1994 | | | |
Keywords
| Aminoalkylphosphanes, Protonation, Water Solubility, Complexes, Clusters | | | |
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| ZNB-1994-49b-1511 | | | | Volume
| 49 | |
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