Aminophosphines derived from morpholine and N-methylpiperazine:: Synthesis, oxidation reactions and transition metal complexes

被引:21
作者
Balakrishna, Maravanji S. [1 ]
Suresh, D.
George, Paulose P.
Mague, Joel T.
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
[2] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
关键词
aminophosphines; insertion reaction; sulfur and selenium derivatives; palladium and platinum complexes; ruthenium(II);
D O I
10.1016/j.poly.2006.05.041
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis, derivatization and coordination behavior of N-diphenylphosphinomorpholine (1) and N-diphenylphosphinopiperazine (2) is described. Ligands 1 and 2 react with elemental sulfur or selenium to give the corresponding chalcogenides in good yield. Reaction of 1 with paraformaldehyde leads to the insertion of methylene into P-N bond to give phosphine oxide, Ph2P(O)CH2NC4H8O in quantitative yield. Treatment of 2 with [Pd(COD)Cl-2] produces both the mononuclear [PdCl2{(Ph2PNC4H8O)-kappa P}(2)] and the chloro-bridged dinuclear complex, [(OC4H8NPh2P)Pd-(mu-Cl)Cl](2) whereas the similar reaction of 2 with [Pt(COD)Cl-2] affords only the mononuclear complex [PtCl2{(Ph2PNC4H8O)-kappa P}(2)], Interestingly, ligand 2 reacts with Mo(0), W(0), Ru(II), Pd(II), Pt(II) and Au(I) derivatives to furnish exclusively mononuclear complexes. The molecular structures of Ru(II) and Pd(II) dimer have been confirmed by X-ray studies. (C) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3215 / 3221
页数:7
相关论文
共 52 条
[1]   New bis(phosphines) derived from N,N′-substituted ethylenediamine derivatives.: Synthesis and transition metal chemistry of X2PN(R)CH2CH2(R)NPX2 (R = CH2Ph or Ph, X = Ph;: R = CH2Ph, X2 = O2C6H4).: The crystal and molecular structure of Ph2PN(CH2Ph)CH2CH2(CH2Ph)NPPh2 and cis-[{PtCl2Ph2PN(CH2Ph)CH2CH2(CH2Ph)NPPh2}] [J].
Balakrishna, MS ;
Abhyankar, RM ;
Mague, JT .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (09) :1407-1412
[2]   Synthesis and thermochemical study of ligand substitution reactions of aminobis(phosphines), Ph2P(R)NPPh2, with [Me2Pt(COD)] [J].
Balakrishna, MS ;
Priya, S ;
Sommer, W ;
Nolan, SP .
INORGANICA CHIMICA ACTA, 2005, 358 (09) :2817-2820
[3]   Synthesis, structures, spectroscopic and electrochemical studies of Ru(II) complexes containing bis(phosphino)amine ligands.: Crystal and molecular structures of trans-[RuCl2{Ph2PN(Me)PPh2-κP,κP}2] and trans-[RuCl2{Ph2PN(iPr)PPh2-κP,κP}2] [J].
Balakrishna, MS ;
Panda, R ;
Mague, JT .
POLYHEDRON, 2003, 22 (04) :587-593
[4]   Synthesis and derivatization, structures and transition metal chemistry of a new large bite bis(phosphinite) derived from bis(2-hydroxy-1-naphthyl)methane [J].
Balakrishna, MS ;
Panda, R ;
Mague, JT .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (24) :4617-4621
[5]   New 10-membered inorganic heterocyclic diphosphanes, PhN(PX)2{(-OC6H2(tBU)2)(μ-S)(tBu)2C6H2O-)} (X = Cl, F).: Synthesis and transition metal complexes (molybdenum(0), ruthenium(II), palladium(II), and platinum(II)) of heterocyclic diphosphanes.: Crystal and molecular structures of the chloro derivative, PhN(PCl)2](-OC6H2(Bu)2)(μ-S)(tBu)2C6H2O-)}, and of a molybdenum(0) complex of the fluoro derivative, [Mo(CO)3{η3-PhN(PF)2{(-OC6H2(tBu)2)(μ-S)(tBu)2C6H2O-)}-κP,κP,κS}] [J].
Balakrishna, MS ;
Panda, R ;
Mague, JT .
INORGANIC CHEMISTRY, 2001, 40 (22) :5620-5625
[6]   ORGANOMETALLIC CHEMISTRY OF DIPHOSPHAZANES .7. PLATINUM(II), PALLADIUM-(0), PALLADIUM-(I) AND PALLADIUM-(II) COMPLEXES OF RN[P(OPH)2]2 (R = ME OR PH) [J].
BALAKRISHNA, MS ;
KRISHNAMURTHY, SS ;
MURUGAVEL, R ;
NETHAJI, M ;
MATHEWS, II .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (03) :477-482
[7]   ORGANOMETALLIC DERIVATIVES OF DIPHOSPHINOAMINES, X2PN(R)PX2 - REACTIONS WITH CARBONYL DERIVATIVES OF GROUP-6 METALS AND IRON PENTACARBONYL - THE CRYSTAL-STRUCTURES OF [MO(CO)4PHN(P(OPH)2)2] AND [W(CO)4-ISO-PRN(PPH2)2] [J].
BALAKRISHNA, MS ;
PRAKASHA, TK ;
KRISHNAMURTHY, SS ;
SIRIWARDANE, U ;
HOSMANE, NS .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 390 (02) :203-216
[8]   Orthopalladated phosphinite complexes as high-activity catalysts for the Suzuki reaction [J].
Bedford, RB ;
Hazelwood, SL ;
Horton, PN ;
Hursthouse, MB .
DALTON TRANSACTIONS, 2003, (21) :4164-4174
[9]   (ETA-6-HEXAMETHYLBENZENE)RUTHENIUM COMPLEXES [J].
BENNETT, MA ;
HUANG, TN ;
MATHESON, TW ;
SMITH, AK .
INORGANIC SYNTHESES, 1982, 21 :74-78
[10]   C-13 NMR-STUDIES ON SOME TRIS(DIALKYLAMINO)PHOSPHINES, TRIS(DIALKYLAMINO)PHOSPHINE CHALCOGENIDES AND TRIS(DIALKYLAMINO)ARSINES [J].
BERGESEN, K ;
PEDERSEN, B ;
SONGSTAD, J .
ACTA CHEMICA SCANDINAVICA SERIES A-PHYSICAL AND INORGANIC CHEMISTRY, 1981, 35 (02) :147-149