Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes

James T. Fletcher; Benjamin J. Bumgarner; Nicole D. Engels; David A. Skoglund

doi:10.1021/om800768k

Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes

James T. Fletcher, Benjamin J. Bumgarner, Nicole D. Engels, David A. Skoglund

Department of Chemistry

Research output: Contribution to journal › Article

143 Citations (Scopus)

Abstract

A variation of the copper-catalyzed Huisgen 1,3-dipolar cycloaddition involving a one-pot two-step transformation of trimethylsilyl-protected alkyne reactants was used to prepare multidentate N-heterocyclic chelators containing 1,2,3-triazole rings in high yields. This includes the first reported examples of 1,1′-disubstituted 4,4′-bis(triazole) bidentate chelators derived from click preparations.

Original language	English
Pages (from-to)	5430-5433
Number of pages	4
Journal	Organometallics
Volume	27
Issue number	21
DOIs	https://doi.org/10.1021/om800768k
State	Published - Nov 10 2008

Fingerprint

Triazoles

Alkynes

Ruthenium

cycloaddition

alkynes

Chelating Agents

ruthenium

copper

preparation

Cycloaddition

rings

Copper

All Science Journal Classification (ASJC) codes

Organic Chemistry
Physical and Theoretical Chemistry
Inorganic Chemistry

Cite this

Fletcher, J. T., Bumgarner, B. J., Engels, N. D., & Skoglund, D. A. (2008). Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes. Organometallics, 27(21), 5430-5433. https://doi.org/10.1021/om800768k

Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes. / Fletcher, James T.; Bumgarner, Benjamin J.; Engels, Nicole D.; Skoglund, David A.

In: Organometallics, Vol. 27, No. 21, 10.11.2008, p. 5430-5433.

Research output: Contribution to journal › Article

Fletcher, JT, Bumgarner, BJ, Engels, ND & Skoglund, DA 2008, 'Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes', Organometallics, vol. 27, no. 21, pp. 5430-5433. https://doi.org/10.1021/om800768k

Fletcher JT, Bumgarner BJ, Engels ND, Skoglund DA. Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes. Organometallics. 2008 Nov 10;27(21):5430-5433. https://doi.org/10.1021/om800768k

Fletcher, James T. ; Bumgarner, Benjamin J. ; Engels, Nicole D. ; Skoglund, David A. / Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes. In: Organometallics. 2008 ; Vol. 27, No. 21. pp. 5430-5433.

@article{770cff3529e147cd98f7621f1ca73bd2,

title = "Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes",

abstract = "A variation of the copper-catalyzed Huisgen 1,3-dipolar cycloaddition involving a one-pot two-step transformation of trimethylsilyl-protected alkyne reactants was used to prepare multidentate N-heterocyclic chelators containing 1,2,3-triazole rings in high yields. This includes the first reported examples of 1,1′-disubstituted 4,4′-bis(triazole) bidentate chelators derived from click preparations.",

author = "Fletcher, {James T.} and Bumgarner, {Benjamin J.} and Engels, {Nicole D.} and Skoglund, {David A.}",

year = "2008",

month = "11",

day = "10",

doi = "10.1021/om800768k",

language = "English",

volume = "27",

pages = "5430--5433",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "21",

}

TY - JOUR

T1 - Multidentate 1,2,3-triazole-containing chelators from tandem deprotection/click reactions of (trimethylsilyl)alkynes and comparison of their ruthenium(II) complexes

AU - Fletcher, James T.

AU - Bumgarner, Benjamin J.

AU - Engels, Nicole D.

AU - Skoglund, David A.

PY - 2008/11/10

Y1 - 2008/11/10

N2 - A variation of the copper-catalyzed Huisgen 1,3-dipolar cycloaddition involving a one-pot two-step transformation of trimethylsilyl-protected alkyne reactants was used to prepare multidentate N-heterocyclic chelators containing 1,2,3-triazole rings in high yields. This includes the first reported examples of 1,1′-disubstituted 4,4′-bis(triazole) bidentate chelators derived from click preparations.

AB - A variation of the copper-catalyzed Huisgen 1,3-dipolar cycloaddition involving a one-pot two-step transformation of trimethylsilyl-protected alkyne reactants was used to prepare multidentate N-heterocyclic chelators containing 1,2,3-triazole rings in high yields. This includes the first reported examples of 1,1′-disubstituted 4,4′-bis(triazole) bidentate chelators derived from click preparations.

UR - http://www.scopus.com/inward/record.url?scp=56049118201&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=56049118201&partnerID=8YFLogxK

U2 - 10.1021/om800768k

DO - 10.1021/om800768k

M3 - Article

AN - SCOPUS:56049118201

VL - 27

SP - 5430

EP - 5433

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 21

ER -

Access to Document

10.1021/om800768k