Mechanism of co-dimerization of vinylboronates with terminal alkynes catalyzed by ruthenium-hydride complex

被引：4

作者：

Pyziak, Jadwiga ^{[1
]}

Walkowiak, Jedrzej ^{[2
]}

Hoffmann, Marcin ^{[1
]}

Marciniec, Bogdan ^{[1
,2
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, PL-61614 Poznan, Poland

[2] Adam Mickiewicz Univ, Ctr Adv Technol, PL-61614 Poznan, Poland

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2015年 / 396卷

关键词：

Silylalkynes; Co-dimerization; Vinylboronates; DFT calculations; Kinetics; CARBON-HYDROGEN BONDS; ALKENES; ROUTE; INSERTION; DENSITY; SYSTEMS; PSEUDOPOTENTIALS; VINYLGERMANES; ELEMENTS; OLEFINS;

D O I：

10.1016/j.molcata.2014.09.040

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The co-dimerization reaction of vinylboronates with terminal alkynes, which was discovered in our group, is an efficient method for the synthesis of boryl- and borylsilylsubstituted buta-1,3-dienes. This study is a continuation of our previous and present results concerning the mechanism of this new catalytic reaction in boron chemistry. DFT calculations, as well as kinetic measurements carried out at several different temperatures in the range of 70-100 degrees C, provided rational grounds for the mechanism proposed previously on basis of stoichiometric reactions monitored by H-1 NMR. The activation energy and the rate determining step were also estimated. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：239 / 244

页数：6

共 50 条

[1] Mechanism of co-dimerization of vinylboronates with terminal alkynes catalyzed by ruthenium-hydride complex
Faculty of Chemistry, Adam Mickiewicz University in Poznań, Umultowska 89b, Poznań
61-614, Poland
不详
61-614, Poland
J. Mol. Catal. A Chem., (239-244):
[2] Theoretical Mechanism for Selective Catalysis of Ruthenium Complex Catalyzed Hydroboration of Terminal Alkynes to Z-Vinylboronates
Sun, Chuanzhi
Liu, Mingshu
Sun, Haitao
Hang, Fang
Sun, Nan
Chen, Dezhan
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2015, 115 (02) : 59 - 67
[3] Ruthenium Catalyzed Hydroboration of Terminal Alkynes to Z-Vinylboronates
Gunanathan, Chidambaram
Hoelscher, Markus
Pan, Fangfang
Leitner, Walter
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (35) : 14349 - 14352
[4] Highly selective dimerization of Styrenes and linear co-dimerization of Styrenes with ethylene catalyzed by a ruthenium complex
Kondo, Teruyuki
Takagi, Daisuke
Tsujita, Hiroshi
Ura, Yasuyuki
Wada, Kenji
Mitsudo, Take-aki
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (31) : 5958 - 5961
[5] Ruthenium-catalyzed dimerization of terminal alkynes initiated by a neutral vinylidene complex
Slugovc, C
Mereiter, K
Zobetz, E
Schmid, R
Kirchner, K
ORGANOMETALLICS, 1996, 15 (25) : 5275 - 5277
[6] Isomerization of imines catalyzed by ruthenium-hydride complexes
Yamagishi, T
Mizushima, E
Sato, H
Yamaguchi, M
CHEMISTRY LETTERS, 1998, (12) : 1255 - 1256
[7] Dimerization of terminal alkynes catalyzed by indenyl ruthenium(II) complexes
Bassetti, M
Marini, S
Tortorella, F
Cadierno, V
Díez, J
Gamasa, MP
Gimeno, J
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 593 : 292 - 298
[8] Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex
Kim, Junghwa
Yi, Chae S.
ACS CATALYSIS, 2016, 6 (05): : 3336 - 3339
[9] Ruthenium hydride catalyzed silylvinylation of alkynes
Clark, Daniel A.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
[10] Hydroalkenylation: palladium catalyzed co-dimerization of unactivated alkenes
Zargari, Nima
de Prevoisin, Gilles
Kim, Yeseul
Kaneshiro, Kelly
Runburg, Riley
Park, Jiwon
LaCroix, Kelsey
Narain, Reshma
Do Lee, Byung
Lee, Joo Ho
Jung, Kyung Woon
TETRAHEDRON LETTERS, 2016, 57 (07) : 815 - 818

← 1 2 3 4 5 →