Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane
Publication type: Journal Article
Publication date: 2016-10-10
scimago Q1
wos Q1
SJR: 3.782
CiteScore: 19.5
Impact factor: 13.1
ISSN: 21555435
General Chemistry
Catalysis
Abstract
We report the dehydrogenative borylation of vinylarenes with pinacolborane (HBpin) catalyzed by an iron(0) complex “(PMe3)4Fe”. A variety of monosubstituted and disubstituted vinylarenes underwent this iron-catalyzed transformation, affording E-vinyl boronate esters (VBEs) selectively in high yields. In addition, we coupled this iron-catalyzed dehydrogenative borylation with further transformations of the resulting vinyl boronate esters and developed various one-pot procedures for the functionalization of the vinylic C–H bonds in vinylarenes. Mechanistic studies reveal that this Fe-catalyzed reaction proceeds through syn-insertion of vinylarenes into a Fe-boryl species followed by β-hydrogen elimination from a syn coplanar conformation of the borylalkyl iron intermediate.
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GOST
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Wang C., Wu C., Ge S. Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane // ACS Catalysis. 2016. Vol. 6. No. 11. pp. 7585-7589.
GOST all authors (up to 50)
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Wang C., Wu C., Ge S. Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane // ACS Catalysis. 2016. Vol. 6. No. 11. pp. 7585-7589.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acscatal.6b02654
UR - https://doi.org/10.1021/acscatal.6b02654
TI - Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane
T2 - ACS Catalysis
AU - Wang, Chao
AU - Wu, Caizhi
AU - Ge, Shaozhong
PY - 2016
DA - 2016/10/10
PB - American Chemical Society (ACS)
SP - 7585-7589
IS - 11
VL - 6
SN - 2155-5435
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Wang,
author = {Chao Wang and Caizhi Wu and Shaozhong Ge},
title = {Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane},
journal = {ACS Catalysis},
year = {2016},
volume = {6},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acscatal.6b02654},
number = {11},
pages = {7585--7589},
doi = {10.1021/acscatal.6b02654}
}
Cite this
MLA
Copy
Wang, Chao, et al. “Iron-Catalyzed E-Selective Dehydrogenative Borylation of Vinylarenes with Pinacolborane.” ACS Catalysis, vol. 6, no. 11, Oct. 2016, pp. 7585-7589. https://doi.org/10.1021/acscatal.6b02654.