Rendering Schrock-type Molybdenum Alkylidene Complexes Air Stable: User-Friendly Precatalysts for Alkene Metathesis

被引：60

作者：

Heppekausen, Johannes ^{[1
]}

Fuerstner, Alois ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 34期

关键词：

alkene metathesis; alkylidene complexes; molybdenum; precatalysts; RING-CLOSING METATHESIS; CONCISE TOTAL-SYNTHESIS; METAL-CARBON BONDS; OLEFIN-METATHESIS; CATALYSTS; CRYSTAL; MO; LIGAND;

D O I：

10.1002/anie.201102012

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A matter of convenience: Schrock molybdenum alkylidenes are amongst the most powerful olefin metathesis catalysts known to date, but their sensitivity to air and moisture mandates their handling in a glove-box or by Schlenk techniques. This inconvenience is circumvented by using the corresponding phenanthroline- or bipyridine adducts, which are bench-stable and hence very user-friendly. The active species can be liberated from these precatalysts in uncompromised form on treatment with ZnCl2 in toluene (see scheme). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7829 / 7832

页数：4

共 40 条

[1] Catalytic enantioselective ring-closing metathesis by a chiral biphen-Mo complex [J].

Alexander, JB ;

La, DS ;

Cefalo, DR ;

Hoveyda, AH ;

Schrock, RR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (16) :4041-4042

[2] SYNTHESIS OF STABLE TUNGSTEN(VI) IMIDO ALKYLIDENE COMPLEXES - CRYSTAL-STRUCTURE OF AN AIR-STABLE CATIONIC ALKYLIDENE COMPLEX [J].

BLOSCH, LL ;

GAMBLE, AS ;

ABBOUD, K ;

BONCELLA, JM .

ORGANOMETALLICS, 1992, 11 (07) :2342-2344

[3] SYNTHESIS OF AN AIR-STABLE, MOISTURE-STABLE, AND THERMALLY STABLE TUNGSTEN(VI) OXO ALKYLIDENE COMPLEX - PRECURSOR TO AN AIR-STABLE AND MOISTURE-STABLE ROMP CATALYST [J].

BLOSCH, LL ;

ABBOUD, K ;

BONCELLA, JM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) :7066-7068

[4] Z-Selective Olefin Metathesis Processes Catalyzed by a Molybdenum Hexaisopropylterphenoxide Monopyrrolide Complex [J].

Flook, Margaret M. ;

Jiang, Annie J. ;

Schrock, Richard R. ;

Mueller, Peter ;

Hoveyda, Amir H. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (23) :7962-+

[5] SYNTHESIS OF 5-COORDINATE AND 6-COORDINATE ALKYLIDENE COMPLEXES OF THE TYPE MO(CHR)(NAR)[OCME(CF3)2]2SX AND THEIR USE AS LIVING ROMP INITIATORS OR WITTIG REAGENTS [J].

FOX, HH ;

LEE, JK ;

PARK, LY ;

SCHROCK, RR .

ORGANOMETALLICS, 1993, 12 (03) :759-768

[6] Formal total synthesis of (-)-balanol:: Concise approach to the hexahydroazepine segment based on RCM [J].

Fürstner, A ;

Thiel, OR .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (06) :1738-1742

[7] A concise total synthesis of dactylol via ring closing metathesis [J].

Furstner, A ;

Langemann, K .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :8746-8749

[8] FACILE SYNTHESIS OF CATIONIC TUNGSTEN(VI) ALKYLIDENE COMPLEXES [J].

GAMBLE, AS ;

BONCELLA, JM .

ORGANOMETALLICS, 1993, 12 (07) :2814-2819

[9]

Grubbs R.H., 2006, ANGEW CHEM, V118, P3845

[10] Olefin-metathesis catalysts for the preparation of molecules and materials (Nobel lecture) [J].

Grubbs, Robert H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (23) :3760-3765

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