Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

Yi Ding; Xiaoli Ma; Yashuai Liu; Wenqing Liu; Congjian Ni; Ben Yan; Li Yan; Zhi Yang

doi:10.1016/j.ica.2019.119091

Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

Yi Ding, Xiaoli Ma^*, Yashuai Liu, Wenqing Liu, Congjian Ni, Ben Yan, Li Yan, Zhi Yang

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

8 Citations (Scopus)

Abstract

Two chalcogenide bridged bi-aluminum compounds [LAl(NMe₃)(μ-S)Al(NMe₃)L] (1) and [LAl(NMe₃)(μ-Se)Al(NMe₃)L] (2) were synthesized by reacting LAlH(NMe₃) (L = 4-methylbenzylidene-o-aminothiophenol) with one equivalent of sulfur and selenium without any catalysts in ambient temperature. Compounds 1 and 2 have been characterized by ¹H and ¹³C NMR, elemental analyses, and single crystal X-ray structural analysis. Furthermore, bi-aluminum compounds 1 or 2 were investigated as Lewis acid catalyst for the cyanosilylation of aldehydes and the condensation of aldimine and hydroboration of aldol ketones, respectively.

Original language	English
Article number	119091
Journal	Inorganica Chimica Acta
Volume	497
DOIs	https://doi.org/10.1016/j.ica.2019.119091
Publication status	Published - 1 Nov 2019

Keywords

Condensation
Cyanosilylation
Lewis acid catalysis
Organoaluminum chalcogenides

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10.1016/j.ica.2019.119091

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title = "Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis",

abstract = "Two chalcogenide bridged bi-aluminum compounds [LAl(NMe3)(μ-S)Al(NMe3)L] (1) and [LAl(NMe3)(μ-Se)Al(NMe3)L] (2) were synthesized by reacting LAlH(NMe3) (L = 4-methylbenzylidene-o-aminothiophenol) with one equivalent of sulfur and selenium without any catalysts in ambient temperature. Compounds 1 and 2 have been characterized by 1H and 13C NMR, elemental analyses, and single crystal X-ray structural analysis. Furthermore, bi-aluminum compounds 1 or 2 were investigated as Lewis acid catalyst for the cyanosilylation of aldehydes and the condensation of aldimine and hydroboration of aldol ketones, respectively.",

keywords = "Condensation, Cyanosilylation, Lewis acid catalysis, Organoaluminum chalcogenides",

author = "Yi Ding and Xiaoli Ma and Yashuai Liu and Wenqing Liu and Congjian Ni and Ben Yan and Li Yan and Zhi Yang",

note = "Publisher Copyright: {\textcopyright} 2019 Elsevier B.V.",

year = "2019",

month = nov,

day = "1",

doi = "10.1016/j.ica.2019.119091",

language = "English",

volume = "497",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

AU - Ding, Yi

AU - Ma, Xiaoli

AU - Liu, Yashuai

AU - Liu, Wenqing

AU - Ni, Congjian

AU - Yan, Ben

AU - Yan, Li

AU - Yang, Zhi

PY - 2019/11/1

Y1 - 2019/11/1

N2 - Two chalcogenide bridged bi-aluminum compounds [LAl(NMe3)(μ-S)Al(NMe3)L] (1) and [LAl(NMe3)(μ-Se)Al(NMe3)L] (2) were synthesized by reacting LAlH(NMe3) (L = 4-methylbenzylidene-o-aminothiophenol) with one equivalent of sulfur and selenium without any catalysts in ambient temperature. Compounds 1 and 2 have been characterized by 1H and 13C NMR, elemental analyses, and single crystal X-ray structural analysis. Furthermore, bi-aluminum compounds 1 or 2 were investigated as Lewis acid catalyst for the cyanosilylation of aldehydes and the condensation of aldimine and hydroboration of aldol ketones, respectively.

AB - Two chalcogenide bridged bi-aluminum compounds [LAl(NMe3)(μ-S)Al(NMe3)L] (1) and [LAl(NMe3)(μ-Se)Al(NMe3)L] (2) were synthesized by reacting LAlH(NMe3) (L = 4-methylbenzylidene-o-aminothiophenol) with one equivalent of sulfur and selenium without any catalysts in ambient temperature. Compounds 1 and 2 have been characterized by 1H and 13C NMR, elemental analyses, and single crystal X-ray structural analysis. Furthermore, bi-aluminum compounds 1 or 2 were investigated as Lewis acid catalyst for the cyanosilylation of aldehydes and the condensation of aldimine and hydroboration of aldol ketones, respectively.

KW - Condensation

KW - Cyanosilylation

KW - Lewis acid catalysis

KW - Organoaluminum chalcogenides

UR - http://www.scopus.com/inward/record.url?scp=85071119801&partnerID=8YFLogxK

U2 - 10.1016/j.ica.2019.119091

DO - 10.1016/j.ica.2019.119091

M3 - Article

AN - SCOPUS:85071119801

SN - 0020-1693

VL - 497

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

M1 - 119091

ER -

Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis

Abstract

Keywords

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