4-Chlorophenylboronic acid → 4-(4-Chloro-phenyl)-indene

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.C[Si](C)(C)C1C=CC([C:19]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:20]=2[CH:21]=[CH:22][CH2:23]3)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:19]2[CH:27]=[CH:26][CH:25]=[C:24]3[C:20]=2[CH:21]=[CH:22][CH2:23]3)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 742994-Chlorophenylboronic acid

HCID 867251604-(4-Trimethylsilyl-phenyl)-indene

Product 1

HCID 867251614-(4-Chloro-phenyl)-indeneYield 69%

Procedure

The synthesis was performed by the same procedure as in Metallocene Compound A (1-1) by using 4-chlorophenylboronic acid in place of 4-trimethylsilylphenylboronic acid in the synthesis of 4-(4-trimethylsilyl-phenyl)-indene to obtain a white solid of 4-(4-chloro-phenyl)-indene in a yield of 69%.

Sources & evidence

ORD record: ord-a2de92e788f04550b034c961893efc53
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309340B2

Reaction notes

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