Phthalazin-2-ylidenes As Cyclic Amino Aryl Carbene Ligands in Rhodium(I) and Iridium(I) Complexes

被引：28

作者：

Magriz, Antonio ^{[2
]}

Gomez-Bujedo, Silvia ^{[1
]}

Alvarez, Eleuterio ^{[2
]}

Fernandez, Rosario ^{[1
]}

Lassaletta, Jose M. ^{[2
]}

机构：

[1] Univ Seville, Fac Quim, Dept Quim Organ, E-41071 Seville, Spain

[2] CSIC USe, Inst Invest Quim, Seville 41092, Spain

来源：

ORGANOMETALLICS | 2010年 / 29卷 / 22期

关键词：

N-HETEROCYCLIC CARBENES; PLANAR METAL-COMPLEXES; C-H; SUBSTITUENT; CHEMISTRY; CATALYSIS; CATIONS; ALKYNES; SYSTEM; BULKY;

D O I：

10.1021/om100723b

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The direct metalation of phthalazinium halides with [Rh('BuO)(COD)](2) or [Ir('BuO)(COD)](2) led to the isolation of stable [MCl(phthalazin-2-ylidene)X(COD)] (M = Rh, Ir) as a new family of cyclic amino aryl carbene transition metal complexes. The X-ray diffraction analysis of several representatives systematically revealed a relatively short C(aryl)-C(carbene) bond distance of 1.44-1.46 angstrom, shorter than the typical C(sp(2))-C(sp(2)) single bond, indicating some electron density delocalization from the pi system of the aryl ring over the vacant carbene orbital.

引用

页码：5941 / 5945

页数：5

共 42 条

[1] Imidazo[1,5-a]pyridine:: A versatile architecture for stable N-heterocyclic carbenes
Alcarazo, M
Roseblade, SJ
Cowley, AR
Fernández, R
Brown, JM
Lassaletta, JM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) : 3290 - 3291
[2] Isolation of a C5-Deprotonated Imidazolium, a Crystalline "Abnormal" N-Heterocyclic Carbene
Aldeco-Perez, Eugenia
Rosenthal, Amos J.
Donnadieu, Bruno
Parameswaran, Pattiyil
Frenking, Gernot
Bertrand, Guy
[J]. SCIENCE, 2009, 326 (5952) : 556 - 559
[3] SUBSTITUENT EFFECTS UPON CATION-PSEUDOBASE EQUILIBRATION FOR ISOQUINOLINIUM AND PHTHALAZINIUM CATIONS
BUNTING, JW
CHEW, VSF
SINDHUATMADJA, S
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1981, 59 (22): : 3195 - 3199
[4] 1,1'-BI-(2-ARYL-1,2-DIHYDROPHTHALAZINYLIDENES) - POTENTIAL NEW PIGMENTS - RELIEF OF STRAIN BY A TRANS-FOLDED ALKENE LINKAGE
BUTLER, RN
GILLAN, AM
MCARDLE, P
CUNNINGHAM, D
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (13) : 1016 - 1018
[5] A TRANS-FOLDED ALKENE SYSTEM - SYNTHESIS, STRUCTURE AND ISOMERIZATION OF 2,2'-DIARYL-1,1'-BI(1,2-DIHYDROPHTHALAZINYLIDENES)
BUTLER, RN
GILLAN, AM
LYSAGHT, FA
MCARDLE, P
CUNNINGHAM, D
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (03): : 555 - 564
[6] N-ARYLPHTHALAZINIUM CATIONS - SYNTHONS FOR BIPHTHALAZINYLIDENES VIA ENDOCYCLIC PHTHALAZINIUM YLIDE INTERMEDIATES
BUTLER, RN
PYNE, CS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (24): : 3387 - 3389
[7] Amino-aryl-carbenes:: Alternative ligands for transition metals?
Cattoën, X
Gornitzka, H
Bourissou, D
Bertrand, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (05) : 1342 - 1343
[8] Rhodium and iridium complexes of N-heterocyclic carbenes via transmetalation: Structure and dynamics
Chianese, AR
Li, XW
Janzen, MC
Faller, JW
Crabtree, RH
[J]. ORGANOMETALLICS, 2003, 22 (08) : 1663 - 1667
[9] Abnormal C5-bound N-heterocyclic carbenes: Extremely strong electron donor ligands and their iridium(I) and iridium(III) complexes
Chianese, AR
Kovacevic, A
Zeglis, BM
Faller, JW
Crabtree, RH
[J]. ORGANOMETALLICS, 2004, 23 (10) : 2461 - 2468
[10] N-Heterocyclic Carbenes in Late Transition Metal Catalysis
Diez-Gonzalez, Silvia
Marion, Nicolas
Nolan, Steven P.
[J]. CHEMICAL REVIEWS, 2009, 109 (08) : 3612 - 3676

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