SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions

Ziyauddin S. Qureshi; Ali Hamieh; Samir Barman; Niladri Maity; Manoja K. Samantaray; Samy Ould-Chikh; Edy Abou-Hamad; Laura Falivene; Valerio D'Elia; Alexander Rothenberger; Isabelle Llorens; Jean Louis Hazemann; Jean Marie Basset

doi:10.1021/acs.inorgchem.6b02424

SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions

Ziyauddin S. Qureshi, Ali Hamieh, Samir Barman, Niladri Maity, Manoja K. Samantaray, Samy Ould-Chikh, Edy Abou-Hamad, Laura Falivene, Valerio D'Elia, Alexander Rothenberger, Isabelle Llorens, Jean Louis Hazemann, Jean Marie Basset^*

^*Corresponding author for this work

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

33 Scopus citations

Abstract

Synthesis, structure, and olefin metathesis activity of a surface complex [(Si-O-)W(=O)(CH₃)₂- Im^DippN] (4) (Im^Dipp = 1,3-bis(2,6-diisopropylphenyl)- imidazolin-2-iminato) supported on silica by a surface organometallic chemistry (SOMC) approach are reported. The reaction of N-silylated 2-iminoimidazoline with tungsten- (VI) oxytetrachloride generated the tungsten oxo imidazolin-2- iminato chloride complex [Im^DippNW(O)Cl₃] (2). This was grafted on partially dehydroxylated silica pretreated at 700 °C (SiO_2-700) to afford a well-defined monopodal surface complex [(Si-O-)W(=O)Cl₂-Im^DippN] (3). 3 underwent alkylation by ZnMe₂ to produce [(Si-O-)W(=O)(CH₃)₂-Im^DippN] (4). The alkylated surface complex was thoroughly characterized by solid-state NMR, elemental microanalysis, Raman, FT-IR spectroscopies, and XAS analysis. 4 proved to be an active precatalyst for self-metathesis of terminal olefins such as propylene and 1-hexene.

Original language	English
Pages (from-to)	861-871
Number of pages	11
Journal	Inorganic Chemistry
Volume	56
Issue number	2
DOIs	https://doi.org/10.1021/acs.inorgchem.6b02424
State	Published - 17 Jan 2017
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry

Access to Document

10.1021/acs.inorgchem.6b02424

Cite this

Qureshi, Z. S., Hamieh, A., Barman, S., Maity, N., Samantaray, M. K., Ould-Chikh, S., Abou-Hamad, E., Falivene, L., D'Elia, V., Rothenberger, A., Llorens, I., Hazemann, J. L., & Basset, J. M. (2017). SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions. Inorganic Chemistry, 56(2), 861-871. https://doi.org/10.1021/acs.inorgchem.6b02424

@article{e6a2b900e4274554b442fa13d61b5204,

title = "SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions",

abstract = "Synthesis, structure, and olefin metathesis activity of a surface complex [(Si-O-)W(=O)(CH3)2- ImDippN] (4) (ImDipp = 1,3-bis(2,6-diisopropylphenyl)- imidazolin-2-iminato) supported on silica by a surface organometallic chemistry (SOMC) approach are reported. The reaction of N-silylated 2-iminoimidazoline with tungsten- (VI) oxytetrachloride generated the tungsten oxo imidazolin-2- iminato chloride complex [ImDippNW(O)Cl3] (2). This was grafted on partially dehydroxylated silica pretreated at 700 °C (SiO2-700) to afford a well-defined monopodal surface complex [(Si-O-)W(=O)Cl2-ImDippN] (3). 3 underwent alkylation by ZnMe2 to produce [(Si-O-)W(=O)(CH3)2-ImDippN] (4). The alkylated surface complex was thoroughly characterized by solid-state NMR, elemental microanalysis, Raman, FT-IR spectroscopies, and XAS analysis. 4 proved to be an active precatalyst for self-metathesis of terminal olefins such as propylene and 1-hexene.",

author = "Qureshi, \{Ziyauddin S.\} and Ali Hamieh and Samir Barman and Niladri Maity and Samantaray, \{Manoja K.\} and Samy Ould-Chikh and Edy Abou-Hamad and Laura Falivene and Valerio D'Elia and Alexander Rothenberger and Isabelle Llorens and Hazemann, \{Jean Louis\} and Basset, \{Jean Marie\}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = jan,

day = "17",

doi = "10.1021/acs.inorgchem.6b02424",

language = "English",

volume = "56",

pages = "861--871",

journal = "Inorganic Chemistry",

issn = "0020-1669",

number = "2",

}

Qureshi, ZS, Hamieh, A, Barman, S, Maity, N, Samantaray, MK, Ould-Chikh, S, Abou-Hamad, E, Falivene, L, D'Elia, V, Rothenberger, A, Llorens, I, Hazemann, JL & Basset, JM 2017, 'SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions', Inorganic Chemistry, vol. 56, no. 2, pp. 861-871. https://doi.org/10.1021/acs.inorgchem.6b02424

TY - JOUR

T1 - SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions

AU - Qureshi, Ziyauddin S.

AU - Hamieh, Ali

AU - Barman, Samir

AU - Maity, Niladri

AU - Samantaray, Manoja K.

AU - Ould-Chikh, Samy

AU - Abou-Hamad, Edy

AU - Falivene, Laura

AU - D'Elia, Valerio

AU - Rothenberger, Alexander

AU - Llorens, Isabelle

AU - Hazemann, Jean Louis

AU - Basset, Jean Marie

PY - 2017/1/17

Y1 - 2017/1/17

N2 - Synthesis, structure, and olefin metathesis activity of a surface complex [(Si-O-)W(=O)(CH3)2- ImDippN] (4) (ImDipp = 1,3-bis(2,6-diisopropylphenyl)- imidazolin-2-iminato) supported on silica by a surface organometallic chemistry (SOMC) approach are reported. The reaction of N-silylated 2-iminoimidazoline with tungsten- (VI) oxytetrachloride generated the tungsten oxo imidazolin-2- iminato chloride complex [ImDippNW(O)Cl3] (2). This was grafted on partially dehydroxylated silica pretreated at 700 °C (SiO2-700) to afford a well-defined monopodal surface complex [(Si-O-)W(=O)Cl2-ImDippN] (3). 3 underwent alkylation by ZnMe2 to produce [(Si-O-)W(=O)(CH3)2-ImDippN] (4). The alkylated surface complex was thoroughly characterized by solid-state NMR, elemental microanalysis, Raman, FT-IR spectroscopies, and XAS analysis. 4 proved to be an active precatalyst for self-metathesis of terminal olefins such as propylene and 1-hexene.

AB - Synthesis, structure, and olefin metathesis activity of a surface complex [(Si-O-)W(=O)(CH3)2- ImDippN] (4) (ImDipp = 1,3-bis(2,6-diisopropylphenyl)- imidazolin-2-iminato) supported on silica by a surface organometallic chemistry (SOMC) approach are reported. The reaction of N-silylated 2-iminoimidazoline with tungsten- (VI) oxytetrachloride generated the tungsten oxo imidazolin-2- iminato chloride complex [ImDippNW(O)Cl3] (2). This was grafted on partially dehydroxylated silica pretreated at 700 °C (SiO2-700) to afford a well-defined monopodal surface complex [(Si-O-)W(=O)Cl2-ImDippN] (3). 3 underwent alkylation by ZnMe2 to produce [(Si-O-)W(=O)(CH3)2-ImDippN] (4). The alkylated surface complex was thoroughly characterized by solid-state NMR, elemental microanalysis, Raman, FT-IR spectroscopies, and XAS analysis. 4 proved to be an active precatalyst for self-metathesis of terminal olefins such as propylene and 1-hexene.

UR - https://www.scopus.com/pages/publications/85009773789

U2 - 10.1021/acs.inorgchem.6b02424

DO - 10.1021/acs.inorgchem.6b02424

M3 - Article

C2 - 28055202

AN - SCOPUS:85009773789

SN - 0020-1669

VL - 56

SP - 861

EP - 871

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 2

ER -

SOMC-designed silica supported tungsten Oxo imidazolin-2-iminato methyl precatalyst for olefin metathesis reactions

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this