Improved Catalytic Activity and Stability of a Palladium Pincer Complex by Incorporation into a Metal-Organic Framework

被引:134
作者
Burgess, Samantha A. [1 ]
Kassie, Abebu [1 ]
Baranowski, Sarah A. [1 ]
Fritzsching, Keith J. [1 ]
Schmidt-Rohr, Klaus [1 ]
Brown, Craig M. [2 ,3 ]
Wade, Casey R. [1 ]
机构
[1] Brandeis Univ, Dept Chem, 415 South St MS 015, Waltham, MA 02453 USA
[2] Natl Inst Stand & Technol, Ctr Neutron Res, Gaithersburg, MD 20899 USA
[3] Univ Delaware, Chem & Biomol Engn, Newark, DC 19716 USA
关键词
ASYMMETRIC CATALYSIS; HETEROGENEOUS CATALYSIS; TRANSFER HYDROGENATION; HIGHLY EFFICIENT; BOND ACTIVATION; PHOSPHINE; LIGAND; OXIDATION; CO2; TRANSFORMATIONS;
D O I
10.1021/jacs.5b12366
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A porous metal-organic framework Zr6O4(OH)(4)(L-PdX)(3) (1-X) has been constructed from Pd diphosphinite pincer complexes ([L-PdX](4-) = [(2,6-(OPAr2)(2)C6H3)PdX](4-), Ar = p-C6H4CO2-, X = Cl, I). Reaction of 1-X with PhI(O2CCF3)(2) facilitates I-/CF3CO2- ligand exchange to generate 1-TFA and I-2 as a soluble byproduct. 1-TFA is an active and recyclable catalyst for transfer hydrogenation of benzaldehydes using formic acid as a hydrogen source. In contrast, the homogeneous analogue Bu-t(L-PdTFA) is an ineffective catalyst owing to decomposition under the catalytic conditions, highlighting the beneficial effects of immobilization.
引用
收藏
页码:1780 / 1783
页数:4
相关论文
共 60 条
[1]   Interaction of alkynes with palladium POCOP-pincer hydride complexes and its unexpected relation to palladium-catalyzed hydrogenation of alkynes [J].
Adhikary, Anubendu ;
Schwartz, Jason R. ;
Meadows, Lonnie M. ;
Krause, Jeanette A. ;
Guan, Hairong .
INORGANIC CHEMISTRY FRONTIERS, 2014, 1 (01) :71-82
[2]   Dramatic effect of the metal cation in dealkylation reactions of phosphinic esters promoted by complexes of polyether ligands with metal iodides [J].
Albanese, D ;
Landini, D ;
Maia, A .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (10) :3249-3252
[3]   Palladium pincer complex-catalyzed condensation of sulfonimines and isocyanoacetate to imidazoline derivatives. Dependence of the stereoselectivity on the ligand effects [J].
Aydin, Juhanes ;
Kumar, K. Senthil ;
Eriksson, Lars ;
Szabo, Kalman J. .
ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (17-18) :2585-2594
[4]   Pincer Complex-Catalyzed Redox Coupling of Alkenes with Iodonium Salts via Presumed Palladium(IV) Intermediates [J].
Aydin, Juhanes ;
Larsson, Johanna M. ;
Selander, Nicklas ;
Szabo, Kalman J. .
ORGANIC LETTERS, 2009, 11 (13) :2852-2854
[5]   Palladium bis(phosphinite) 'PCP'-pincer complexes and their application as catalysts in the Suzuki reaction [J].
Bedford, RB ;
Draper, SM ;
Scully, PN ;
Welch, SL .
NEW JOURNAL OF CHEMISTRY, 2000, 24 (10) :745-747
[6]   Modularly designed transition metal PNP and PCP pincer complexes based on aminophosphines: Synthesis and catalytic applications [J].
Benito-Garagorri, David ;
Kirchner, Karl .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (02) :201-213
[7]   Rational Design of Porous Coordination Polymers Based on Bis(phosphine)MCl2 Complexes That Exhibit High-Temperature H2 Sorption and Chemical Reactivity [J].
Bohnsack, Alisha M. ;
Ibarra, Ilich A. ;
Bakhmutov, Vladimir I. ;
Lynch, Vincent M. ;
Humphrey, Simon M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (43) :16038-16041
[8]   An unprecedented bonding mode for potassium within a PCP-pincer palladium hydride-K-Selectride® complex [J].
Boro, Brian J. ;
Duesler, Eileen N. ;
Goldberg, Karen I. ;
Kemp, Richard A. .
INORGANIC CHEMISTRY COMMUNICATIONS, 2008, 11 (12) :1426-1429
[9]   A new zirconium inorganic building brick forming metal organic frameworks with exceptional stability [J].
Cavka, Jasmina Hafizovic ;
Jakobsen, Soren ;
Olsbye, Unni ;
Guillou, Nathalie ;
Lamberti, Carlo ;
Bordiga, Silvia ;
Lillerud, Karl Petter .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (42) :13850-13851
[10]   Biomimetic Catalysis of a Porous Iron-Based Metal-Metalloporphyrin Framework [J].
Chen, Yao ;
Tran Hoang ;
Ma, Shengqian .
INORGANIC CHEMISTRY, 2012, 51 (23) :12600-12602