The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration: mechanistic and functionalisation studies

K. Yuan; R. J. Kahan; C. Si; A. Williams; S. Kirschner; M. Uzelac; E. Zysman-Colman; M. J. Ingleson

doi:10.1039/c9sc05404a

journal article Open Access Jan 01, 2020

The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration: mechanistic and functionalisation studies

K. Yuan R. J. Kahan

C. Si A. Williams

S. Kirschner M. Uzelac E. Zysman-Colman M. J. Ingleson

Chemical Science Vol. 11 No. 12 pp. 3258-3267 · Royal Society of Chemistry (RSC)

View at Publisher Save 10.1039/c9sc05404a

Abstract

The synthesis of a range of brominated-Bn-containing (n = 1, 2) polycyclic aromatic hydrocarbons (PAHs) is achieved simply by reacting BBr3 with appropriately substituted alkynes via a bromoboration/electrophilic C–H borylation sequence.

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References

Details

Published: Jan 01, 2020
Vol/Issue: 11(12)
Pages: 3258-3267
License: View

Authors

K

K. Yuan

EaStCHEM School of Chemistry; University of Edinburgh; Edinburgh; UK

R

R. J. Kahan

School of Chemistry; University of Manchester; Manchester; UK

C

C. Si

Organic Semiconductor Centre; EaStCHEM School of Chemistry; University of St Andrews; St Andrews; UK

A

A. Williams

School of Chemistry; University of Manchester; Manchester; UK

S

S. Kirschner

EaStCHEM School of Chemistry; University of Edinburgh; Edinburgh; UK

M

M. Uzelac

EaStCHEM School of Chemistry; University of Edinburgh; Edinburgh; UK

E

E. Zysman-Colman

Organic Semiconductor Centre; EaStCHEM School of Chemistry; University of St Andrews; St Andrews; UK

M

M. J. Ingleson

EaStCHEM School of Chemistry; University of Edinburgh; Edinburgh; UK

Funding

H2020 European Research Council Award: 769599

Leverhulme Trust Award: RPG-2014-340

Engineering and Physical Sciences Research Council Award: EP/P010482/1

China Scholarship Council Award: 201806890001

Cite This Article

K. Yuan, R. J. Kahan, C. Si, et al. (2020). The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration: mechanistic and functionalisation studies. Chemical Science, 11(12), 3258-3267. https://doi.org/10.1039/c9sc05404a

The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration: mechanistic and functionalisation studies

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