All Photos(2)
Synonym(s):
9H-Fluoren-2-yl-boronic acid
Linear Formula:
C13H9B(OH)2
CAS Number:
Molecular Weight:
210.04
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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form
solid
mp
125-129 °C
SMILES string
OB(O)c1ccc-2c(Cc3ccccc-23)c1
InChI
1S/C13H11BO2/c15-14(16)11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8,15-16H,7H2
InChI key
OHGJAUSHXQCSQX-UHFFFAOYSA-N
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General description
May contain varying amounts of anhydride
Application
Fluorene-2-boronic acid can be used as a substrate in:
- Copper-catalyzed γ-arylation of carboxamides.
- Au(I)-catalyzed protodeboronation reactions.
- Pd-catalyzed C-H monofunctionalization of benzoquinone.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Gold-Catalyzed Proto-and Deuterodeboronation
Barker G, et al.
The Journal of Organic Chemistry, 80(20), 9807-9816 (2015)
Eric M Woerly et al.
Journal of the American Chemical Society, 132(20), 6941-6943 (2010-05-06)
Stimulated by the substantial challenge of synthesizing the complex and sensitive stereogenic allene-containing core of (-)-peridinin, the first stereocontrolled coupling of haloallenes with boronic acids has been achieved. This new method and the principles that emerged during its development stand
Palladium-Catalyzed Direct C-H Functionalization of Benzoquinone
Walker SE, et al.
Angewandte Chemie (International Edition in English), 126(50), 14096-14099 (2014)
Copper-Catalyzed Arylation of Remote C (sp3)- H Bonds in Carboxamides and Sulfonamides
Li Z, et al.
Angewandte Chemie (International Edition in English), 57(40), 13288-13292 (2018)
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