Synthesis, molecular structure and stability of fused bicyclic Δ4-1,2,4-oxadiazoline Pt(II) complexes

被引：5
|
作者：
Lasri, Jamal [1 ]
Soliman, Saied M. [1 ,2 ]
Adilia Januario Charmier, M. [3 ]
Rios-Gutierrez, Mar [4 ]
Domingo, Luis R. [4 ]
机构：
[1] King Abdulaziz Univ, Dept Chem, Rabigh Coll Sci & Arts, Rabigh 21911, Saudi Arabia
[2] Univ Alexandria, Fac Sci, Dept Chem, Alexandria 21321, Egypt
[3] Univ Lusofona Humanidades & Tecnol, P-1749024 Lisbon, Portugal
[4] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain
来源：
POLYHEDRON | 2015年 / 98卷
关键词：
3+2] Cycloaddition; Organonitriles; Nitrone; Delta(4)-1,2,4-Oxadiazolines; DFT; C-CN BOND; 1,3-DIPOLAR CYCLOADDITION; 1,3,4-OXADIAZOLINE ANALOGS; PLATINUM(II) COMPLEXES; MICROWAVE SYNTHESIS; AB-INITIO; IN-VITRO; PD-II; NITRONES; ORGANONITRILES;
D O I：
10.1016/j.poly.2015.05.039
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reaction of trans-[PtCl2(NCR)(2)] (R-1 = CH2CO2Me (1a), R-2 = CH2C; (1b)) with pyrroline N-oxide -O+(N) under bar =CHCH2(C) under barH(2)CMe(2) (4), at room temperature for 15 min, furnishes via [3+2] cycloaddition the fused bicyclic Delta(4)-1,2,4-oxadiazoline Pt(II) complexes trans-[PtCl2((N) under bar =C(R)O (N) under barC(H)CH2CH2(C) under bar Me-2}(2)] (R-1 = CH2CO2Me (5a), R-2 = CH2Cl (5b)). compounds 5a and 5b were refluxed in CH2Cl2 for 1 week to afford the derived ketoimine Pt(II) complexes trans-[PtCl2{N(C(=O)(R))=(C) under bar CH2CH2C(Me-2)(N) under barH)(2)] (R-1 = CH2CO2Me (6a), R-2 = CH2Cl (6b)), respectively, as a result of the N-O bond cleavage of the oxadiazoline ring in 5. The complexes were characterized by IR, H-1 and C-13 NMR spectroscopies, ESI+-MS and elemental analyses. OFT calculations show that the Pt(II)-catalysed [3+2] cycloaddition reaction (4 + 10 -> 11) is spontaneous and exergonic. In addition, the reaction is completely regioselective yielding a unique oxadiazoline. Moreover, the molecular structure, spectroscopic and electronic properties of complex 5b were predicted, and the optimized geometry showed a slightly distorted square planar arrangement around the Pt(II) centre. (C) 2015 Elsevier Ltd. All rights reserved.
引用
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页码：55 / 63
页数：9
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