An alkylidyne analogue of tebbe's reagent: Trapping reactions of a titanium neopentylidyne by incomplete and complete 1,2-additions

被引：31

作者：

Bailey, Brad C. ^{[1
]}

Tout, Alison R. ^{[1
]}

Fan, Hongjun ^{[1
]}

Tomaszewski, John ^{[1
]}

Huffman, John C. ^{[1
]}

Mindiola, Daniel J. ^{[1
]}

机构：

[1] Indiana Univ, Ctr Mol Struct, Dept Chem, Bloomington, IN 47405 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 43期

关键词：

alkylidenes; alkylidynes; aluminum; N; P ligands; titanium;

D O I：

10.1002/anie.200703079

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Who is the man behind the aluminum mask? The first Group 4 Lewis acid stabilized alkylidyne (2; see picture) is generated by incomplete addition of trimethylaluminum across a {Ti≡CtBu} moiety (1; PNP = [2-{P(CHMe 2)2}-4-MeC6H3]2N -). In contrast, B(OCH3)3 completely adds to 1 by B-O bond cleavage to afford an unusual alkylidene. Complex 2, a masked alkylidyne titanium compound, also ring-opens pyridine. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8246 / 8249

页数：4

共 21 条

[1] Intermolecular C-H bond activation promoted by a titanium alkylidyne [J].

Bailey, BC ;

Fan, HJ ;

Baum, EW ;

Huffman, JC ;

Baik, MH ;

Mindiola, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (46) :16016-16017

[2]

BAILEY BC, 2007, THESIS INDIANA U BLO

[3] Room temperature ring-opening metathesis of pyridines by a transient TiC linkage [J].

Bailey, Brad C. ;

Fan, Hongjun ;

Huffman, John C. ;

Baik, Mu-Hyun ;

Mindiola, Daniel J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) :6798-6799

[4] Intermolecular C-H bond activation reactions promoted by transient titanium alkylidynes.: Synthesis, reactivity, kinetic, and theoretical studies of the TiC linkage [J].

Bailey, Brad C. ;

Fan, Hongjun ;

Huffman, John C. ;

Baik, Mu-Hyun ;

Mindiola, Daniel J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (28) :8781-8793

[5] Snapshots of an alkylidyne for nitride triple-bond metathesis [J].

Bailey, Brad C. ;

Fout, Alison R. ;

Fan, Hongjun ;

Tomaszewski, John ;

Huffman, John C. ;

Gary, J. Brannon ;

Johnson, Marc J. A. ;

Mindiola, Daniel J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (08) :2234-+

[6] INSITU PREPARATION OF (MU-CHLORO)(MU-METHYLENE)BIS(CYCLOPENTADIENYL)(DI-METHYLALUMINUM)TITANIUM (TEBBE REAGENT) [J].

CANNIZZO, LF ;

GRUBBS, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (13) :2386-2387

[7]

COLLMAN JP, 1987, PRINCIPLES APPL ORGA, P813

[8]

ELSCHENBROICH C, 2005, ORGANOMETALLICS, P343

[9] Allenation of carbonyl compounds with alkenyltitanocene derivatives [J].

Petasis, NA ;

Hu, YH .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) :782-783

[10] TITANIUM-MEDIATED CARBONYL OLEFINATIONS .2. BENZYLIDENATIONS OF CARBONYL-COMPOUNDS WITH DIBENZYLTITANOCENE [J].

PETASIS, NA ;

BZOWEJ, EI .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1327-1330

← 1 2 3 →