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

Brad C. Bailey; Alison R. Fout; Hongjun Fan; John Tomaszewski; John C. Huffman; Daniel J. Mindiola

doi:10.1002/anie.200703079

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

Brad C. Bailey, Alison R. Fout, Hongjun Fan, John Tomaszewski, John C. Huffman, Daniel J. Mindiola

Research output: Contribution to journal › Article › peer-review

Abstract

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).

Original language	English (US)
Pages (from-to)	8246-8249
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	43
DOIs	https://doi.org/10.1002/anie.200703079
State	Published - 2007
Externally published	Yes

Keywords

Alkylidenes
Alkylidynes
Aluminum
N,P ligands
Titanium

ASJC Scopus subject areas

Catalysis
General Chemistry

Online availability

10.1002/anie.200703079

Library availability

Discover UIUC Full Text

Cite this

@article{68d7145718f14511b1bab868543803c6,

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

abstract = "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).",

keywords = "Alkylidenes, Alkylidynes, Aluminum, N,P ligands, Titanium",

author = "Bailey, {Brad C.} and Fout, {Alison R.} and Hongjun Fan and John Tomaszewski and Huffman, {John C.} and Mindiola, {Daniel J.}",

year = "2007",

doi = "10.1002/anie.200703079",

language = "English (US)",

volume = "46",

pages = "8246--8249",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley & Sons, Ltd.",

number = "43",

}

TY - JOUR

T1 - An alkylidyne analogue of Tebbe's reagent

T2 - Trapping reactions of a titanium neopentylidyne by incomplete and complete 1,2-additions

AU - Bailey, Brad C.

AU - Fout, Alison R.

AU - Fan, Hongjun

AU - Tomaszewski, John

AU - Huffman, John C.

AU - Mindiola, Daniel J.

PY - 2007

Y1 - 2007

N2 - 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).

AB - 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).

KW - Alkylidenes

KW - Alkylidynes

KW - Aluminum

KW - N,P ligands

KW - Titanium

UR - http://www.scopus.com/inward/record.url?scp=36049009338&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=36049009338&partnerID=8YFLogxK

U2 - 10.1002/anie.200703079

DO - 10.1002/anie.200703079

M3 - Article

C2 - 17886315

AN - SCOPUS:36049009338

SN - 1433-7851

VL - 46

SP - 8246

EP - 8249

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 43

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Online availability

Library availability

Related links

Fingerprint

Cite this