An Aluminum Dihydride Working as a Catalyst in Hydroboration and Dehydrocoupling

Zhi Yang; Mingdong Zhong; Xiaoli Ma; Karikkeeriyil Nijesh; Susmita De; Pattiyil Parameswaran; Herbert W. Roesky

doi:10.1021/jacs.6b00032

An Aluminum Dihydride Working as a Catalyst in Hydroboration and Dehydrocoupling

Zhi Yang^*
, Mingdong Zhong
, Xiaoli Ma
, Karikkeeriyil Nijesh
, Susmita De
, Pattiyil Parameswaran
, Herbert W. Roesky

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology
National Institute of Technology Calicut
University of Göttingen

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

198 Citations (Scopus)

Abstract

The well-defined aluminum dihydride LAlH₂ (L = HC(CMeNAr)₂, Ar = 2,6-Et₂C₆H₃) (1) operates in catalysis like a transition metal complex. The catalytic activity of 1 for hydroboration of terminal alkynes was investigated. Furthermore, catalyst 1 effectively initiated the dehydrocoupling of boranes with amines, thiols, and phenols, respectively, to form compounds with B-E bonds (E = N, S, O) under elimination of H₂. Quantum mechanical calculations indicate that hydroboration and dehydrocoupling reactions occur via three consecutive cycloaddition reactions involving the activation of the X-H (X = Al, B, C, and O) σ-bonds.

Original language	English
Pages (from-to)	2548-2551
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	138
Issue number	8
DOIs	https://doi.org/10.1021/jacs.6b00032
Publication status	Published - 2 Mar 2016

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title = "An Aluminum Dihydride Working as a Catalyst in Hydroboration and Dehydrocoupling",

abstract = "The well-defined aluminum dihydride LAlH2 (L = HC(CMeNAr)2, Ar = 2,6-Et2C6H3) (1) operates in catalysis like a transition metal complex. The catalytic activity of 1 for hydroboration of terminal alkynes was investigated. Furthermore, catalyst 1 effectively initiated the dehydrocoupling of boranes with amines, thiols, and phenols, respectively, to form compounds with B-E bonds (E = N, S, O) under elimination of H2. Quantum mechanical calculations indicate that hydroboration and dehydrocoupling reactions occur via three consecutive cycloaddition reactions involving the activation of the X-H (X = Al, B, C, and O) σ-bonds.",

author = "Zhi Yang and Mingdong Zhong and Xiaoli Ma and Karikkeeriyil Nijesh and Susmita De and Pattiyil Parameswaran and Roesky, \{Herbert W.\}",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

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T1 - An Aluminum Dihydride Working as a Catalyst in Hydroboration and Dehydrocoupling

AU - Yang, Zhi

AU - Zhong, Mingdong

AU - Ma, Xiaoli

AU - Nijesh, Karikkeeriyil

AU - De, Susmita

AU - Parameswaran, Pattiyil

AU - Roesky, Herbert W.

PY - 2016/3/2

Y1 - 2016/3/2

N2 - The well-defined aluminum dihydride LAlH2 (L = HC(CMeNAr)2, Ar = 2,6-Et2C6H3) (1) operates in catalysis like a transition metal complex. The catalytic activity of 1 for hydroboration of terminal alkynes was investigated. Furthermore, catalyst 1 effectively initiated the dehydrocoupling of boranes with amines, thiols, and phenols, respectively, to form compounds with B-E bonds (E = N, S, O) under elimination of H2. Quantum mechanical calculations indicate that hydroboration and dehydrocoupling reactions occur via three consecutive cycloaddition reactions involving the activation of the X-H (X = Al, B, C, and O) σ-bonds.

AB - The well-defined aluminum dihydride LAlH2 (L = HC(CMeNAr)2, Ar = 2,6-Et2C6H3) (1) operates in catalysis like a transition metal complex. The catalytic activity of 1 for hydroboration of terminal alkynes was investigated. Furthermore, catalyst 1 effectively initiated the dehydrocoupling of boranes with amines, thiols, and phenols, respectively, to form compounds with B-E bonds (E = N, S, O) under elimination of H2. Quantum mechanical calculations indicate that hydroboration and dehydrocoupling reactions occur via three consecutive cycloaddition reactions involving the activation of the X-H (X = Al, B, C, and O) σ-bonds.

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DO - 10.1021/jacs.6b00032

M3 - Article

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EP - 2551

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 8

ER -

An Aluminum Dihydride Working as a Catalyst in Hydroboration and Dehydrocoupling

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