Synthesis of Fischer type-carbene complexes containing a coordinated thioimidate structural motif

被引:4
作者
Cedillo-Cruz, Alberto [2 ]
Carmen Ortega-Alfaro, M. [1 ]
Lopez-Cortes, Jose G. [2 ]
Alfredo Toscano, Ruben [2 ]
Guillermo Penieres-Carrillo, J. [3 ]
Alvarez-Toledano, Cecilio [2 ]
机构
[1] Univ Nacl Autonoma Mexico, Inst Ciencias Nucl, Mexico City 04360, DF, Mexico
[2] Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04360, DF, Mexico
[3] UNAM, Dept Ciencias Quim, Fac Estudios Super Cuautitlan, Cuautitlan 54740, Estado De Mexic, Mexico
关键词
TRANSITION-METAL-COMPLEXES; BENZANNULATION REACTION; CHEMICAL MULTITALENTS; ASYMMETRIC-SYNTHESIS; AROMATIC THIOAMIDES; CARBON-ATOM; CHROMIUM; LIGANDS; ALKYNE; ANIONS;
D O I
10.1039/c2dt31297b
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This paper describes a tandem strategy to synthesize a series of new Fischer carbene complexes [(CO)(4)M=C[N-(CH2)(4)-]CH=C(NRR')(SR'); M = Cr, W; R = Ar, R' = Me, -(CH2)(2-)] with a thioimide or thiazoline fragment, in which the sulfur or nitrogen atom is coordinated to a metal center, depending on the nature of alkylating groups included as R'. We have trapped by protonation the proposed intermediate as the thioamide 12 [(CO)(5)W=C[N-(CH2)(4)-]CH2C(S)NHPh], which reveals the pathway of this reaction
引用
收藏
页码:10568 / 10575
页数:8
相关论文
共 51 条
[1]   SIR92 - a program for automatic solution of crystal structures by direct methods [J].
ALTOMARE, A ;
CASCARANO, G ;
GIACOVAZZO, G ;
GUAGLIARDI, A ;
BURLA, MC ;
POLIDORI, G ;
CAMALLI, M .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435
[2]  
ALVAREZ C, 1982, J ORGANOMET CHEM, V228, pC7
[3]  
ALVAREZTOLEDANO C, 1984, J CHEM SOC CHEM COMM, P574
[4]   ASYMMETRIC MICHAEL REACTIONS OF AMINOCARBENE COMPLEX ANIONS [J].
ANDERSON, BA ;
WULFF, WD ;
RAHM, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4602-4611
[5]   Multi-component reactions involving group 6 Fischer carbene complexes: a source of inspiration for future catalytic transformations [J].
Angel Fernandez-Rodriguez, Manuel ;
Garcia-Garcia, Patricia ;
Aguilar, Enrique .
CHEMICAL COMMUNICATIONS, 2010, 46 (41) :7670-7687
[6]   Group 6 Fischer carbene complexes:: "chemical multitalents" for multi-component reactions [J].
Barluenga, J ;
Fernández-Rodríguez, MA ;
Aguilar, E .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (03) :539-587
[7]   Thioamide pincer ligands with charge versatility [J].
Begum, RA ;
Powell, D ;
Bowman-James, K .
INORGANIC CHEMISTRY, 2006, 45 (03) :964-966
[8]   Asymmetric synthesis of cyclopropanes from lithiated aryloxiranes and α,β-unsaturated Fischer carbene complexes [J].
Capriati, V ;
Florio, S ;
Luisi, R ;
Perna, FM ;
Barluenga, J .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (15) :5852-5858
[9]   Iron(0) Promotes Aza Cyclization of an Elusive Ferrocenylketene [J].
Carmen Ortega-Alfaro, M. ;
Rosas-Sanchez, Alfredo ;
Zarate-Picazo, Bertha E. ;
Lopez-Cortes, Jose G. ;
Cortes-Guzman, Fernando ;
Toscano, Ruben A. .
ORGANOMETALLICS, 2011, 30 (18) :4830-4837
[10]   STRUCTURE AND BASICITY OF ANIONS GENERATED ALPHA TO CARBENE CARBON-ATOM OF TRANSITION METAL-CARBENE COMPLEXES [J].
CASEY, CP ;
ANDERSON, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (04) :1230-1231