N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium

Thomas Simler; Andreas A. Danopoulos; Pierre Braunstein

doi:10.1039/c5cc02920a

N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium

Thomas Simler
, Andreas A. Danopoulos
, Pierre Braunstein

Université de Strasbourg

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

Abstract

Deprotonation of the α-picolinyl-CH₂ in the hybrid ligands R₂P-NC_NHC (-N = substituted 2-picoline, R = Cy, t-Bu; C_NHC = N-heterocyclic carbene) (L^R) with KN(SiMe₃)₂ in ether gave [KL^Cy_-H (ether)]₂ featuring a dearomatised picoline backbone. Assisted by 18-crown-6, K⁺ dissociation afforded the Z- and E-isomers of [L^R_-H]^-. Transmetallation of L^R_-H from KL^R_-H led to [CrCl(L^t-Bu_-H)].

Original language	English
Pages (from-to)	10699-10702
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	53
DOIs	https://doi.org/10.1039/c5cc02920a
Publication status	Published - 7 Jul 2015
Externally published	Yes

Access to Document

10.1039/c5cc02920a

Cite this

@article{1f2840191ae84c7490c57d0a1a252312,

title = "N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium",

abstract = "Deprotonation of the α-picolinyl-CH2 in the hybrid ligands R2P-NCNHC (-N = substituted 2-picoline, R = Cy, t-Bu; CNHC = N-heterocyclic carbene) (LR) with KN(SiMe3)2 in ether gave [KLCy-H (ether)]2 featuring a dearomatised picoline backbone. Assisted by 18-crown-6, K+ dissociation afforded the Z- and E-isomers of [LR-H]-. Transmetallation of LR-H from KLR-H led to [CrCl(Lt-Bu-H)].",

author = "Thomas Simler and Danopoulos, \{Andreas A.\} and Pierre Braunstein",

note = "Publisher Copyright: {\textcopyright} 2015 The Royal Society of Chemistry.",

year = "2015",

month = jul,

day = "7",

doi = "10.1039/c5cc02920a",

language = "English",

volume = "51",

pages = "10699--10702",

journal = "Chemical Communications",

issn = "1359-7345",

number = "53",

}

N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium. / Simler, Thomas; Danopoulos, Andreas A.; Braunstein, Pierre.
In: Chemical Communications, Vol. 51, No. 53, 07.07.2015, p. 10699-10702.

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

TY - JOUR

T1 - N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium

AU - Simler, Thomas

AU - Danopoulos, Andreas A.

AU - Braunstein, Pierre

PY - 2015/7/7

Y1 - 2015/7/7

N2 - Deprotonation of the α-picolinyl-CH2 in the hybrid ligands R2P-NCNHC (-N = substituted 2-picoline, R = Cy, t-Bu; CNHC = N-heterocyclic carbene) (LR) with KN(SiMe3)2 in ether gave [KLCy-H (ether)]2 featuring a dearomatised picoline backbone. Assisted by 18-crown-6, K+ dissociation afforded the Z- and E-isomers of [LR-H]-. Transmetallation of LR-H from KLR-H led to [CrCl(Lt-Bu-H)].

AB - Deprotonation of the α-picolinyl-CH2 in the hybrid ligands R2P-NCNHC (-N = substituted 2-picoline, R = Cy, t-Bu; CNHC = N-heterocyclic carbene) (LR) with KN(SiMe3)2 in ether gave [KLCy-H (ether)]2 featuring a dearomatised picoline backbone. Assisted by 18-crown-6, K+ dissociation afforded the Z- and E-isomers of [LR-H]-. Transmetallation of LR-H from KLR-H led to [CrCl(Lt-Bu-H)].

U2 - 10.1039/c5cc02920a

DO - 10.1039/c5cc02920a

M3 - Article

AN - SCOPUS:84935035359

SN - 1359-7345

VL - 51

SP - 10699

EP - 10702

JO - Chemical Communications

JF - Chemical Communications

IS - 53

ER -

N-Heterocyclic carbene-phosphino-picolines as precursors of anionic 'pincer' ligands with dearomatised pyridine backbones; Transmetallation from potassium to chromium

Abstract

Access to Document

Fingerprint

Cite this