Reactivity of TpMe2Ir(C2H4)(DMAD) with carboxylic acids. A DFT study on geometrical isomers and structural characterization

被引：0

作者：

Salazar, Veronica ^{[1
]}

Sanchez-Cabrera, Gloria ^{[1
]}

Zuno-Cruz, Francisco J. ^{[1
]}

Suarez-Castillo, Oscar R. ^{[1
]}

Cruz, Julian ^{[1
]}

Padilla, Rosa ^{[1
]}

Hernandez, Martin ^{[1
]}

Roa, Arian E. ^{[1
]}

Maya, Celia ^{[2
,3
]}

Leyva, Marco A. ^{[4
]}

Rosales-Hoz, Maria J. ^{[4
]}

Thangarasu, Pandiyan ^{[5
]}

机构：

[1] Univ Autonoma Estado Hidalgo, Ctr Invest Quim, Pachuca 42184, Hidalgo, Mexico

[2] CSIC, Dept Quim Inorg, Inst Invest Quim, Seville 41092, Spain

[3] Univ Seville, Seville 41092, Spain

[4] Ctr Invest & Estudios Avanzados IPN, Dept Quim, Mexico City 07360, DF, Mexico

[5] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2011年 / 696卷 / 03期

关键词：

Alkyne insertion; Tp(Me2) iridium complexes; Dimethylacetylene dicarboxylate; C-H activation; DFT calculations; GENERALIZED GRADIENT APPROXIMATION; H BOND ACTIVATION; MULTIPLE INSERTION; COMPLEXES; LIGANDS; ALKYNES; METALS; CHEMISTRY; SINGLE; RADII;

D O I：

10.1016/j.jorganchem.2010.09.073

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The thermally unstable adduct Tp(Me2)Ir(C2H4)(DMAD), which was generated "in situ" by the reaction of DMAD with Tp(Me)2Ir(C2H4)(2) (1) at low temperature, reacted with different carboxylic acids to produce the following compounds: Tp(Me2)Ir(E-C(CO2Me)=CH(CO2Me))(H2O)(OC(O)C6H4R), (R = H, 2a; o-OH, 2b; o-Cl, 2c; m-Cl, 2d; o-NO2, 2e; m-NO2, 2f; o-Me, 2g; p-Me, 2h) and Tp(Me2)Ir(E-C(CO2Me)=CH(CO2Me))(H2O)(OC(O)Me) 3. In the reaction of derivative 2a with Lewis bases, Tp(Me2)Ir(E-C(CO2Me)=CH(CO2Me))(L)(OC(O)C6H5), (L = Py, 4a; m-Br-Py, 4b; m-Cl-Py, 4c; NCMe, 5) were obtained, of which 4b and 4c were isolated as a mixture of two isomers in which the substituted pyridine ring was present at different rotational orientations. All new compounds prepared were characterized by H-1 and C-13{H-1} NMR spectroscopy, the structure of compounds 2d, 2h and 4a being determined by X-ray diffraction analysis. DFT was used to analyze the relative stability and the structural orientation of the isomers. (C) 2010 Published by Elsevier B.V.

引用

页码：748 / 757

页数：10

共 50 条

[41] HYDROTHERMAL SYNTHESES AND STRUCTURAL CHARACTERIZATION OF LAYERED OXOVANADIUM PHOSPHATE SOLIDS INCORPORATING ORGANIC CATIONS - [H2N(C4H8)NH2][(VO)(4)(OH)(4)(PO4)(2)], [(NH3C3H6)NH(C2H4)(2)NH(C3H6NH3)][(VO)(5)(OH)(2)(PO4)(4)]CENTER-DOT-2H(2)O,[HN(C2H4)(3)NH](2)[(VO)(8)(HPO4)(3)(PO4)(4)(OH)(2)]CENTER-DOT-2H(2)O, AND [HN(C2H4)(3)NH][(VO)(3)(OH)(2)(PO4)(2)]
SOGHOMONIAN, V
CHEN, Q
ZHANG, YP
HAUSHALTER, RC
OCONNOR, CJ
TAO, CH
ZUBIETA, J
INORGANIC CHEMISTRY, 1995, 34 (13) : 3509 - 3519
[42] Synthesis and Structural and Computational Studies of a Conformationally Locked (η1-Perfluoroalkylidene)(η2-alkene) Transition Metal Complex: Ir(Cp*)(CFCF3)(C2H4)
Yuan, Jian
Hughes, Russell P.
Golen, James A.
Rheingold, Arnold L.
ORGANOMETALLICS, 2010, 29 (08) : 1942 - 1947
[43] Structural study, spectroscopic characterization, thermal behavior, DFT calculations and antimicrobial properties of a new hybrid compound, (C7H9N2)2[HgCl4]•H2O
Jomaa, Mariem Ben
Bourguiba, Noura Fakher
Chebbi, Hammouda
Abdelbaky, Mohammed S. M.
Garcia-Granda, Santiago
Korbi, Nedra
Ouzari, Hadda-Imene
JOURNAL OF COORDINATION CHEMISTRY, 2020, 73 (03) : 506 - 523
[44] Synthesis, structural characterization, reactivity, and thermal stability of [η5:σ-Me2C(C5H4)(C2B10H10)]Ti(R)(NMe2)
Wang, Hong
Wang, Yaorong
Chan, Hoi-Shan
Xie, Zuowei
INORGANIC CHEMISTRY, 2006, 45 (14) : 5675 - 5683
[45] Insights into the Base-Assisted Acrylate Formation from CO2/C2H4 Coupling by Pd- and Ni-catalyst: A DFT Mechanistic Study
Li, Yuanhui
Liu, Zhen
Zhang, Jialong
Cheng, Ruihua
Liu, Boping
CHEMCATCHEM, 2018, 10 (24) : 5669 - 5678
[46] DFT-D2 Study of the Adsorption of Bio-Oil Model Compounds in HZSM-5: C1–C4 Carboxylic Acids
Xinbao Li
Yuan Zhao
Shurong Wang
Yingying Zhu
Guohua Yang
Catalysis Letters, 2016, 146 : 2015 - 2024
[47] Synthesis, reactivity, and structural characterization of the dinuclear zirconocenophane complexes [SiMe2(C5H4)2] [(C5H5)Zr(μ-X)]2 (X = S, Cl)
Cacciola, Joseph
Reddy, Karuna P.
Petersen, Jeffrey L.
Organometallics, 1992, 11 (02)
[48] IN-SITU FT-IR STUDY OF O2, CO, CO2, CH4 AND C2H4 ADSORPTION OR REACTION ON THE LA2O3/MGO CATALYST
SHEN, S
HOU, R
JI, W
YAN, Z
DING, X
STUDIES IN SURFACE SCIENCE AND CATALYSIS, 1993, 75 : 1527 - 1530
[49] THEORETICAL-STUDY ON THE STABILITY OF M(PH3)2(O2), M(PH3)2(C2H2), AND M(PH3)2(C2H4) (M = NI, PD, PT) AND M(PH3)4(O2)+, M(PH3)4(C2H2)+, AND M(PH3)4(C2H4)+ (M = CO, RH, IR) BY THE HFS-TRANSITION-STATE METHOD
ZIEGLER, T
INORGANIC CHEMISTRY, 1985, 24 (10) : 1547 - 1552
[50] Synthesis, characterization, thermal study, and crystal structure of a new layered alkaline earth metal sulfonate: Sr[C2H4(SO3)2]
Salami, Tolulope O.
Patterson, Stephanie N.
Jones, Victoria D.
Masello, Antonio
Abboud, Khalil A.
INORGANIC CHEMISTRY COMMUNICATIONS, 2009, 12 (11) : 1150 - 1153

← 1 2 3 4 5 →