Carbene-stabilized beryllium borohydride

Robert J. Gilliard; Mariham Y. Abraham; Yuzhong Wang; Pingrong Wei; Yaoming Xie; Brandon Quillian; Henry F. Schaefer; Paul V.R. Schleyer; Gregory H. Robinson

doi:10.1021/ja304514f

Carbene-stabilized beryllium borohydride

Robert J. Gilliard, Mariham Y. Abraham, Yuzhong Wang, Pingrong Wei, Yaoming Xie, Brandon Quillian, Henry F. Schaefer, Paul V.R. Schleyer, Gregory H. Robinson

Biochemistry, Chemistry, & Physics

University of Georgia

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

62 Scopus citations

Abstract

The reaction of N-heterocyclic carbene, L:, with BeCl ₂ quantitatively yields L:BeCl ₂1 (L: =:C{N(2,6-Pr ⁱ ₂C ₆H ₃)CH} ₂). The carbene-stabilized beryllium borohydride monomer L:Be(BH ₄) ₂2 is prepared by the reaction of 1 with LiBH ₄. Compound 3, prepared by the reaction of 2 with Na ₂[Fe(CO) ₄]·dioxane, represents an unusual "dual reduction" of the imidazole ring (i.e., hydroboration of the C=C backbone and hydrogenation of the C2 carbene center).

Original language	English
Pages (from-to)	9953-9955
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	134
Issue number	24
DOIs	https://doi.org/10.1021/ja304514f
State	Published - Jun 20 2012

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title = "Carbene-stabilized beryllium borohydride",

abstract = "The reaction of N-heterocyclic carbene, L:, with BeCl 2 quantitatively yields L:BeCl 21 (L: =:C{N(2,6-Pr i 2C 6H 3)CH} 2). The carbene-stabilized beryllium borohydride monomer L:Be(BH 4) 22 is prepared by the reaction of 1 with LiBH 4. Compound 3, prepared by the reaction of 2 with Na 2[Fe(CO) 4]·dioxane, represents an unusual {"}dual reduction{"} of the imidazole ring (i.e., hydroboration of the C=C backbone and hydrogenation of the C2 carbene center).",

author = "Gilliard, {Robert J.} and Abraham, {Mariham Y.} and Yuzhong Wang and Pingrong Wei and Yaoming Xie and Brandon Quillian and Schaefer, {Henry F.} and Schleyer, {Paul V.R.} and Robinson, {Gregory H.}",

year = "2012",

month = jun,

day = "20",

doi = "10.1021/ja304514f",

language = "English",

volume = "134",

pages = "9953--9955",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

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TY - JOUR

T1 - Carbene-stabilized beryllium borohydride

AU - Gilliard, Robert J.

AU - Abraham, Mariham Y.

AU - Wang, Yuzhong

AU - Wei, Pingrong

AU - Xie, Yaoming

AU - Quillian, Brandon

AU - Schaefer, Henry F.

AU - Schleyer, Paul V.R.

AU - Robinson, Gregory H.

PY - 2012/6/20

Y1 - 2012/6/20

N2 - The reaction of N-heterocyclic carbene, L:, with BeCl 2 quantitatively yields L:BeCl 21 (L: =:C{N(2,6-Pr i 2C 6H 3)CH} 2). The carbene-stabilized beryllium borohydride monomer L:Be(BH 4) 22 is prepared by the reaction of 1 with LiBH 4. Compound 3, prepared by the reaction of 2 with Na 2[Fe(CO) 4]·dioxane, represents an unusual "dual reduction" of the imidazole ring (i.e., hydroboration of the C=C backbone and hydrogenation of the C2 carbene center).

AB - The reaction of N-heterocyclic carbene, L:, with BeCl 2 quantitatively yields L:BeCl 21 (L: =:C{N(2,6-Pr i 2C 6H 3)CH} 2). The carbene-stabilized beryllium borohydride monomer L:Be(BH 4) 22 is prepared by the reaction of 1 with LiBH 4. Compound 3, prepared by the reaction of 2 with Na 2[Fe(CO) 4]·dioxane, represents an unusual "dual reduction" of the imidazole ring (i.e., hydroboration of the C=C backbone and hydrogenation of the C2 carbene center).

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U2 - 10.1021/ja304514f

DO - 10.1021/ja304514f

M3 - Article

AN - SCOPUS:84862532333

SN - 0002-7863

VL - 134

SP - 9953

EP - 9955

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 24

ER -

Carbene-stabilized beryllium borohydride

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