Terminal alkyne metathesis: A further step towards selectivity

被引：38

作者：

Coutelier, Olivier ^{[1
]}

Mortreux, Andre ^{[1
]}

机构：

[1] ENSCL, CNRS, UMR 8181, Unite Catalyse & Chim Solide,Equipe Synth Organom, F-59652 Villeneuve Dascq, France

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 15期

关键词：

alkynes; carbynes; catalysis; metathesis; tungsten;

D O I：

10.1002/adsc.200606116

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Terminal alkyne metathesis has been improved by addition of quinuclidine as an external ligand to the (t-BuO)(3) W equivalent to CBu-t carbyne complex, giving a yield of 80% during hept-1-yne metathesis. Extension of this system to the co-metathesis of terminal and disubstituted alkynes affords the expected cross-reaction products.

引用

页码：2038 / 2042

页数：5

共 34 条

[1] NEW ACTIVE AND SELECTIVE CATALYSTS FOR HOMOGENEOUS METATHESIS OF DISUBSTITUTED ALKYNES [J].

BENCHEICK, A ;

PETIT, M ;

MORTREUX, A ;

PETIT, F .

JOURNAL OF MOLECULAR CATALYSIS, 1982, 15 (1-2) :93-101

[2] METATHESIS VS POLYMERIZATION OF TERMINAL ACETYLENES OVER [W(CBUT)(OBUT)3] [J].

BRAY, A ;

MORTREUX, A ;

PETIT, F ;

PETIT, M ;

SZYMANSKA-BUZAR, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (02) :197-199

[3] Poly(p-phenyleneethynylene)s by alkyne metathesis [J].

Bunz, UHF .

ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (12) :998-1010

[4] METAL ALKOXIDES - MODELS FOR METAL-OXIDES .4. ALKYNE ADDUCTS OF DITUNGSTEN HEXAALKOXIDES AND EVIDENCE FOR AN EQUILIBRIUM BETWEEN DIMETALLATETRAHEDRANE AND METHYLIDYNEMETAL COMPLEXES - W2(MU-C2H2)REVERSIBLE2W=CH [J].

CHISHOLM, MH ;

FOLTING, K ;

HOFFMAN, DM ;

HUFFMAN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (22) :6794-6805

[5]

COUTELIER O, 2005, THESIS U LILLE

[6] MULTIPLE METAL-CARBON BONDS .42. FORMATION OF TUNGSTENACYCLOBUTADIENE COMPLEXES CONTAINING A PROTON IN THE RING AND THEIR CONVERSION TO DEPROTIO TUNGSTENACYCLOBUTADIENE COMPLEXES [J].

FREUDENBERGER, JH ;

SCHROCK, RR .

ORGANOMETALLICS, 1986, 5 (07) :1411-1417

[7] Total synthesis of (S)-(+)-citreofuran by ring closing alkyne metathesis [J].

Fürstner, A ;

Castanet, AS ;

Radkowski, K ;

Lehmann, CW .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (04) :1521-1528

[8]

Fürstner A, 2002, CHEM-EUR J, V8, P1856, DOI 10.1002/1521-3765(20020415)8:8<1856::AID-CHEM1856>3.0.CO

[9]

2-R

[10]

Fürstner A, 2001, CHEM-EUR J, V7, P5299, DOI 10.1002/1521-3765(20011217)7:24<5299::AID-CHEM5299>3.0.CO

← 1 2 3 4 →