1,1-Bis(N -methylimidazole)-2-(trimethylsilyl)-1-boracyclohexa-1,4-diene chloride: A stable intermediate or tangent en route to 1-(N -methylimidazole) borabenzene?

Ian A. Cade; Anthony F. Hill

doi:10.1021/om300002y

1,1-Bis(N -methylimidazole)-2-(trimethylsilyl)-1-boracyclohexa-1,4-diene chloride: A stable intermediate or tangent en route to 1-(N -methylimidazole) borabenzene?

Ian A. Cade
, Anthony F. Hill^*

^*Corresponding author for this work

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

9 Citations (Scopus)

Abstract

The reaction of 1-chloro-2-(trimethylsilyl)-1-boracylohexa-2,5-diene (1) with N-methylimidazole (NMI) results not in the anticipated borabenzene adduct [(NMI)→BC ₅H ₅] (3) but rather the title imidazole-stabilized cyclic boronium salt [(NMI) ₂BC ₅H ₅SiMe ₃-2]Cl ([2]Cl), which represents a rare example of a trapped intermediate or possible tangent en route to a neutral borabenzene adduct (3) which may be obtained by heating [2]Cl under vacuum.

Original language	English
Pages (from-to)	2112-2115
Number of pages	4
Journal	Organometallics
Volume	31
Issue number	5
DOIs	https://doi.org/10.1021/om300002y
Publication status	Published - 12 Mar 2012

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title = "1,1-Bis(N -methylimidazole)-2-(trimethylsilyl)-1-boracyclohexa-1,4-diene chloride: A stable intermediate or tangent en route to 1-(N -methylimidazole) borabenzene?",

abstract = "The reaction of 1-chloro-2-(trimethylsilyl)-1-boracylohexa-2,5-diene (1) with N-methylimidazole (NMI) results not in the anticipated borabenzene adduct [(NMI)→BC 5H 5] (3) but rather the title imidazole-stabilized cyclic boronium salt [(NMI) 2BC 5H 5SiMe 3-2]Cl ([2]Cl), which represents a rare example of a trapped intermediate or possible tangent en route to a neutral borabenzene adduct (3) which may be obtained by heating [2]Cl under vacuum.",

author = "Cade, \{Ian A.\} and Hill, \{Anthony F.\}",

year = "2012",

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doi = "10.1021/om300002y",

language = "English",

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journal = "Organometallics",

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T1 - 1,1-Bis(N -methylimidazole)-2-(trimethylsilyl)-1-boracyclohexa-1,4-diene chloride

T2 - A stable intermediate or tangent en route to 1-(N -methylimidazole) borabenzene?

AU - Cade, Ian A.

AU - Hill, Anthony F.

PY - 2012/3/12

Y1 - 2012/3/12

N2 - The reaction of 1-chloro-2-(trimethylsilyl)-1-boracylohexa-2,5-diene (1) with N-methylimidazole (NMI) results not in the anticipated borabenzene adduct [(NMI)→BC 5H 5] (3) but rather the title imidazole-stabilized cyclic boronium salt [(NMI) 2BC 5H 5SiMe 3-2]Cl ([2]Cl), which represents a rare example of a trapped intermediate or possible tangent en route to a neutral borabenzene adduct (3) which may be obtained by heating [2]Cl under vacuum.

AB - The reaction of 1-chloro-2-(trimethylsilyl)-1-boracylohexa-2,5-diene (1) with N-methylimidazole (NMI) results not in the anticipated borabenzene adduct [(NMI)→BC 5H 5] (3) but rather the title imidazole-stabilized cyclic boronium salt [(NMI) 2BC 5H 5SiMe 3-2]Cl ([2]Cl), which represents a rare example of a trapped intermediate or possible tangent en route to a neutral borabenzene adduct (3) which may be obtained by heating [2]Cl under vacuum.

UR - https://www.scopus.com/pages/publications/84858116351

U2 - 10.1021/om300002y

DO - 10.1021/om300002y

M3 - Article

SN - 0276-7333

VL - 31

SP - 2112

EP - 2115

JO - Organometallics

JF - Organometallics

IS - 5

ER -

1,1-Bis(N -methylimidazole)-2-(trimethylsilyl)-1-boracyclohexa-1,4-diene chloride: A stable intermediate or tangent en route to 1-(N -methylimidazole) borabenzene?

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