Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+): metal catalyst-free formation of polyaminoboranes at ambient temperature

Owen J. Metters; Andy M. Chapman; Alasdair P. M. Robertson; Christopher H. Woodall; Paul J. Gates; Duncan F. Wass; Ian Manners

doi:10.1039/c4cc05145a

Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+): metal catalyst-free formation of polyaminoboranes at ambient temperature

Owen J. Metters, Andy M. Chapman, Alasdair P. M. Robertson, Christopher H. Woodall, Paul J. Gates, Duncan F. Wass^*, Ian Manners

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

70 Citations (Scopus)

Abstract

Protonation of MeRNH center dot BH3 (R = Me or H) with HX (X = B(C6F5)(4), OTf, or Cl), followed by immediate, spontaneous H-2 elimination, yielded the amine-boronium cation salt [MeRNH center dot BH2(OEt2)][B(C6F5)(4)] and related polar covalent analogs, MeRNH center dot BH2X (X = OTf or Cl). These species can be deprotonated to conveniently generate reactive aminoborane monomers MeRN=BH2 which oligomerize or polymerize; in the case of MeNH2 center dot BH3, the two step process gave poly(N-methylaminoborane), [MeNH-BH2](n).

Original language	English
Pages (from-to)	12146-12149
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	81
DOIs	https://doi.org/10.1039/c4cc05145a
Publication status	Published - 2014

Keywords

MOLECULAR-WEIGHT POLYAMINOBORANES
FRUSTRATED LEWIS PAIRS
FREE HYDROGEN-TRANSFER
H BOND ACTIVATION
AMMONIA-BORANE
ADDITION POLYMERIZATION
ANIONIC-POLYMERIZATION
BORENIUM CATIONS
DEHYDROGENATION
MECHANISM

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@article{f9aa0c59dd154a49b7187964bdc0d337,

title = "Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+): metal catalyst-free formation of polyaminoboranes at ambient temperature",

abstract = "Protonation of MeRNH center dot BH3 (R = Me or H) with HX (X = B(C6F5)(4), OTf, or Cl), followed by immediate, spontaneous H-2 elimination, yielded the amine-boronium cation salt [MeRNH center dot BH2(OEt2)][B(C6F5)(4)] and related polar covalent analogs, MeRNH center dot BH2X (X = OTf or Cl). These species can be deprotonated to conveniently generate reactive aminoborane monomers MeRN=BH2 which oligomerize or polymerize; in the case of MeNH2 center dot BH3, the two step process gave poly(N-methylaminoborane), [MeNH-BH2](n).",

keywords = "MOLECULAR-WEIGHT POLYAMINOBORANES, FRUSTRATED LEWIS PAIRS, FREE HYDROGEN-TRANSFER, H BOND ACTIVATION, AMMONIA-BORANE, ADDITION POLYMERIZATION, ANIONIC-POLYMERIZATION, BORENIUM CATIONS, DEHYDROGENATION, MECHANISM",

author = "Metters, {Owen J.} and Chapman, {Andy M.} and Robertson, {Alasdair P. M.} and Woodall, {Christopher H.} and Gates, {Paul J.} and Wass, {Duncan F.} and Ian Manners",

year = "2014",

doi = "10.1039/c4cc05145a",

language = "English",

volume = "50",

pages = "12146--12149",

journal = "Chemical Communications",

issn = "1364-548X",

publisher = "Royal Society of Chemistry",

number = "81",

}

Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+): metal catalyst-free formation of polyaminoboranes at ambient temperature. / Metters, Owen J.; Chapman, Andy M.; Robertson, Alasdair P. M. et al.
In: Chemical Communications, Vol. 50, No. 81, 2014, p. 12146-12149.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

TY - JOUR

T1 - Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+)

T2 - metal catalyst-free formation of polyaminoboranes at ambient temperature

AU - Metters, Owen J.

AU - Chapman, Andy M.

AU - Robertson, Alasdair P. M.

AU - Woodall, Christopher H.

AU - Gates, Paul J.

AU - Wass, Duncan F.

AU - Manners, Ian

PY - 2014

Y1 - 2014

N2 - Protonation of MeRNH center dot BH3 (R = Me or H) with HX (X = B(C6F5)(4), OTf, or Cl), followed by immediate, spontaneous H-2 elimination, yielded the amine-boronium cation salt [MeRNH center dot BH2(OEt2)][B(C6F5)(4)] and related polar covalent analogs, MeRNH center dot BH2X (X = OTf or Cl). These species can be deprotonated to conveniently generate reactive aminoborane monomers MeRN=BH2 which oligomerize or polymerize; in the case of MeNH2 center dot BH3, the two step process gave poly(N-methylaminoborane), [MeNH-BH2](n).

AB - Protonation of MeRNH center dot BH3 (R = Me or H) with HX (X = B(C6F5)(4), OTf, or Cl), followed by immediate, spontaneous H-2 elimination, yielded the amine-boronium cation salt [MeRNH center dot BH2(OEt2)][B(C6F5)(4)] and related polar covalent analogs, MeRNH center dot BH2X (X = OTf or Cl). These species can be deprotonated to conveniently generate reactive aminoborane monomers MeRN=BH2 which oligomerize or polymerize; in the case of MeNH2 center dot BH3, the two step process gave poly(N-methylaminoborane), [MeNH-BH2](n).

KW - MOLECULAR-WEIGHT POLYAMINOBORANES

KW - FRUSTRATED LEWIS PAIRS

KW - FREE HYDROGEN-TRANSFER

KW - H BOND ACTIVATION

KW - AMMONIA-BORANE

KW - ADDITION POLYMERIZATION

KW - ANIONIC-POLYMERIZATION

KW - BORENIUM CATIONS

KW - DEHYDROGENATION

KW - MECHANISM

U2 - 10.1039/c4cc05145a

DO - 10.1039/c4cc05145a

M3 - Article (Academic Journal)

C2 - 25177756

SN - 1364-548X

VL - 50

SP - 12146

EP - 12149

JO - Chemical Communications

JF - Chemical Communications

IS - 81

ER -

Generation of aminoborane monomers RR ' N=BH2 from amine-boronium cations [RR ' NH-BH2L](+): metal catalyst-free formation of polyaminoboranes at ambient temperature

Abstract

Keywords

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