2,6-Dibromonaphthalene → 3-(6-Bromonaphthalene-2-yl)phenanthrene

HRID 68509Notes

Reaction equation

HRID 68509 reaction equation
BrC1C=CC(C2C=CC3C4C(=CC=CC=4)C=CC=3C=2)=CC=1.[CH:22]1[C:35]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]=2[CH:25]=[C:24](B(O)O)[CH:23]=1.[Br:39][C:40]1[CH:49]=[CH:48][C:47]2[C:42](=[CH:43][CH:44]=[C:45](Br)[CH:46]=2)[CH:41]=1>>[Br:39][C:40]1[CH:41]=[C:42]2[C:47](=[CH:48][CH:49]=1)[CH:46]=[C:45]([C:33]1[CH:34]=[CH:35][C:26]3[CH:25]=[CH:24][C:23]4[C:28]([C:27]=3[CH:32]=1)=[CH:29][CH:30]=[CH:31][CH:22]=4)[CH:44]=[CH:43]2

Participants

4

Reactant 3

HCID 6405912,6-DibromonaphthaleneHCID 46835783Phenanthren-3-ylboronic acidHCID 581942352-(4-Bromophenyl)phenanthrene

Product 1

HCID 581941813-(6-Bromonaphthalene-2-yl)phenanthrene

Procedure

Synthesis was performed in the same manner as in the synthesis of 2-(4-bromophenyl)phenanthrene except that: phenanthrene-3-boronic acid was used instead of phenanthrene-2-boronic acid; and 2,6-dibromonaphthalene was used instead of 4-bromoiodobenzene.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-8056acf2392a4e2b91c26b92dc89a126
Source dataset
uspto-grants-2014_09
Patent number
US08822041B2

Reaction notes

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