Supported Lanthanum Borohydride Catalyzes CH Borylation Inside Zeolite Micropores

被引：21

作者：

Li, Yuting ^{[1
]}

Kanbur, Uddhav ^{[1
,2
]}

Cui, Jinlei ^{[1
]}

Wang, Guocang ^{[1
]}

Kobayashi, Takeshi ^{[1
]}

Sadow, Aaron D. ^{[1
,2
]}

Qi, Long ^{[1
]}

机构：

[1] Iowa State Univ, US DOE, Ames Lab, Ames, IA 50011 USA

[2] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2022年 / 61卷 / 15期

关键词：

Borylation; C-H Activation; Rare-Earth Elements; Supported Organometallic Catalysts; Zeolite; PERIODIC MESOPOROUS ORGANOSILICA; SIGMA-BOND-METATHESIS; METAL-ORGANIC FRAMEWORKS; H BORYLATION; HIGHLY EFFICIENT; COMPLEXES; METHANE; CHEMISTRY; FUNCTIONALIZATION; HYDROCARBONS;

D O I：

10.1002/anie.202117394

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The zeolite-supported lanthanide La(BH4)(x)-HY30 catalyzes C-H borylation of benzene with pinacolborane (HBpin), providing a complementary approach to precious, late transition metal-catalyzed borylations. The reactive catalytic species are generated from La grafted at the Bronsted acid sites (BAS) in micropores of the zeolite, whereas silanoate- and aluminoate-grafted sites are inactive under the reaction conditions. During typical catalytic borylations, conversion to phenyl pinacolborane (PhBpin) is zero-order in HBpin concentration. A turnover number (TON) of 167 is accessed by capping external silanols, selectively grafting at BAS sites, and adding HBpin slowly to the reaction.

引用

收藏

页数：5

相关论文

共 42 条

[1] Polymerization of racemic β-butyrolactone using supported catalysts: a simple access to isotactic polymers [J].

Ajellal, Noureddine ;

Durieux, Guillaume ;

Delevoye, Laurent ;

Tricot, Gregory ;

Dujardin, Christophe ;

Thomas, Christophe M. ;

Gauvin, Regis M. .

CHEMICAL COMMUNICATIONS, 2010, 46 (07) :1032-1034

[2] 29Si NMR Shielding Tensors in Triphenylsilanes-29Si Solid State NMR Experiments and DFT-IGLO Calculations [J].

Brendler, Erica ;

Heine, Thomas ;

Seichter, Wilhelm ;

Wagler, Joerg ;

Witter, Raiker .

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2012, 638 (06) :935-944

[3] Bronsted acidity of extraframework debris in steamed Y zeolites from the FTIR study of CO adsorption [J].

Cairon, O ;

Chevreau, T ;

Lavalley, JC .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (19) :3039-3047

[4] Remarkably selective iridium catalysts for the elaboration of aromatic C-H bonds [J].

Cho, JY ;

Tse, MK ;

Holmes, D ;

Maleczka, RE ;

Smith, MR .

SCIENCE, 2002, 295 (5553) :305-308

[5] Catalyst-controlled selectivity in the C-H borylation of methane and ethane [J].

Cook, Amanda K. ;

Schimler, Sydonie D. ;

Matzger, Adam J. ;

Sanford, Melanie S. .

SCIENCE, 2016, 351 (6280) :1421-1424

[6] Catalytic cleavage of the C-H and C-C bonds of alkanes by surface organometallic chemistry: An EXAFS and IR characterization of a Zr-H catalyst [J].

Corker, J ;

Lefebvre, F ;

Lecuyer, C ;

Dufaud, V ;

Quignard, F ;

Choplin, A ;

Evans, J ;

Basset, JM .

SCIENCE, 1996, 271 (5251) :966-969

[7] Supported neodymium catalysts for MMA polymerization: on the origin of surface-induced stereoselectivity [J].

Del Rosal, Iker ;

Tschan, Mathieu J. -L. ;

Gauvin, Regis M. ;

Maron, Laurent ;

Thomas, Christophe M. .

POLYMER CHEMISTRY, 2012, 3 (07) :1730-1739

[8] Metal-Organic Framework Stabilizes a Low-Coordinate Iridium Complex for Catalytic Methane Borylation [J].

Feng, Xuanyu ;

Song, Yang ;

Li, Zhe ;

Kaufmann, Michael ;

Pi, Yunhong ;

Chen, Justin S. ;

Xu, Ziwan ;

Li, Zhong ;

Wang, Cheng ;

Lin, Wenbin .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (28) :11196-11203

[9] Bipyridine Periodic Mesoporous Organosilica: A Solid Ligand for the Iridium- Catalyzed Borylation of C-H Bonds [J].

Gruening, Wolfram R. ;

Siddiqi, Georges ;

Safonova, Olga V. ;

Coperet, Christophe .

ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (04) :673-679

[10] Single-site trinuclear copper oxygen clusters in mordenite for selective conversion of methane to methanol [J].

Grundner, Sebastian ;

Markovits, Monica A. C. ;

Li, Guanna ;

Tromp, Moniek ;

Pidko, Evgeny A. ;

Hensen, Emiel J. M. ;

Jentys, Andreas ;

Sanchez-Sanchez, Maricruz ;

Lercher, Johannes A. .

NATURE COMMUNICATIONS, 2015, 6

← 1 2 3 4 5 →