PGSE diffusion measurements and overhauser NMR studies on the salts [Rh(1,5-COD){(S,S)-4,4′-dibenzyl-2,2′-bis(2-oxazoline)}](anion) and [Rh(1,5-COD){(S,S)-2,2′-isopropylidene-bis(4-tert-butyl-2-oxazoline)}](anion)

被引:7
|
作者
Schott, D [1 ]
Pregosin, PS [1 ]
机构
[1] ETH Honggerberg, Inorgan Chem Lab, CH-8093 Zurich, Switzerland
关键词
D O I
10.1021/om051005d
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
PGSE NMR diffusion measurements and Overhauser studies on the salts [Rh(1,5-COD){(S,S)-4,4'-dibenzyl-2,2'-bis(2-oxazoline)}](X), 1, and [Rh(1,5-COD){(S,S)-2,2'-isopropylidene-bis(4-tert-butyl-2-oxazoline)}](X), 2, X = (a) CF3SO3, (b) PF6, (c) BArF, (d) BF4, are reported. In THF solution, there is Substantial ion pairing for the CF3SO3, PF6, and BF4, salts; however, for the two BArF salts, 1c and 2c, the ion pairing is minimal. Strong differences in ion pairing are observed between the two series of complexes for the same anion. This represents the first example of a dependence of the degree of ion pairing on the chiral auxiliary. The H-1 spectra for the BArF salts reveal a different H-1 spin-spin Coupling pattern for the three oxazoline protons, suggesting a slight change in the conformation of the chelate ring due to the larger anion. On the basis of the intensity of the H-1,F-19 HOESY contacts, it would appear that the anions in the tert-butyl series, 2, come closer to the cation than in the benzyl-substituted series, 1.
引用
收藏
页码:1749 / 1754
页数:6
相关论文
共 50 条
  • [1] 2,2′-bis((di-tert-butylphosphino)methyl)-1,1′-biphenyl (ditbi):: a bulky analogue of bisbi.: The crystal structure of [Rh2Cl2(1,5-cod)2(μ-ditbi)]
    Higham, LJ
    Heslop, K
    Pringle, PG
    Orpen, AG
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (19) : 2975 - 2978
  • [2] The reactivity of new (1,5-cyclooctadiene)rhodium acylpyrazolonates towards N- and P-donor ligands:: X-ray structures of [Rh(1,5-COD)QS], [Rh(1,5-COD)(phen)]Qs•0.5H2O (HQS=1-phenyl-3-methyl-4-(2-thenoyl)-pyrazol-5-one) and [Rh(1,5-COD)Br]2
    Pettinari, C
    Marchetti, F
    Cingolani, A
    Bianchini, G
    Drozdov, A
    Vertlib, V
    Troyanov, S
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 651 (1-2) : 5 - 14
  • [3] Rhodium(I) and palladium(II) complexes with the Schiff base 2,2'-bis((4S)-4-benzyl-2-oxazoline)
    Jones, MD
    Paz, FAA
    Davies, JE
    Raja, R
    Duer, M
    Klinowski, J
    Johnson, BFG
    INORGANICA CHIMICA ACTA, 2004, 357 (11) : 3351 - 3359
  • [4] Chiral Bis(oxazoline) palladium(II) Complexes With 2,2'-methylenebis(4S,5R)-4,5-diphenyl-2-oxazoline as Ligand
    Xu, Hong-Wu
    Zhang, Liu-Xue
    Li, Jin-Xia
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2014, 44 (02) : 208 - 211
  • [5] (S)-2,2′-bis(4-nitro-2-pyridyloxy)-1,1′-binaphthalene
    Wang, RH
    Xu, LJ
    Chen, G
    Zhou, ZY
    Hong, MC
    Cao, R
    Chan, ASC
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O865 - O867
  • [6] An improved procedure for the preparation of 2,2-bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane [(S,S)-tert-butylbis(oxazoline)] and derived copper(II) complexes
    Evans, DA
    Peterson, GS
    Johnson, JS
    Barnes, DM
    Campos, KR
    Woerpel, KA
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (13): : 4541 - 4544
  • [7] Improved procedure for the preparation of 2,2-bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane ((S,S)-tert-butylbis(oxazoline)) and derived copper(II) complexes
    Evans, David A.
    Peterson, Gretchen S.
    Johnson, Jeffrey S.
    Barnes, David M.
    Campos, Kevin R.
    Woerpel, Keith A.
    Journal of Organic Chemistry, 1999, 64 (02):
  • [8] 4,4′- and 5,5′-Functionalized (S)- and (R)-2,2′-Bis(diphenylphosphanyl)-1,1′-binaphthyl Oxide Derivatives
    Lestari, Witri Wahyu
    Zaake-Hertling, Haldor
    Loennecke, Peter
    Hey-Hawkins, Evamarie
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2013, 639 (14): : 2589 - 2596
  • [9] {4,4′-di-tert-butyl-6,6′-bis(dimethoxymethyl)-2,2′-[propane-1,3-diylbis(nitrilomethylidyne)]-bis(thiophenolato)-κ4S,N,N′,S′}nickel(II)
    Bjernemose, JK
    McKenzie, CJ
    Raithby, PR
    Teat, SJ
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : M1841 - M1843
  • [10] Synthesis of (S,S)-bis(4-alkyloxazolin-2-yl-methyl)-1,5-diazacyclooctane
    Shang, ZL
    Shang, ZC
    Yu, QS
    SYNTHETIC COMMUNICATIONS, 2002, 32 (22) : 3461 - 3464