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Suzuki-Miyaura Coupling Reaction
Boronic Acid, protected by 1,8-Diaminonaphthalene [B(dan)]

leaflet

Congratulations!!! Professors Negishi and Suzuki share 2010 Nobel Prize in Chemistry on their Cross-Coupling Project!!!

Suzuki-Miyaura Coupling Reaction that biaryl compounds are selectively synthesized from aryl boronic acids and aryl halides using transition metal as the catalyst, is a very useful and so universal reaction.
We have launched a series of masked haloarylboronic acids or diboronylcoupling module as building blocks whose ordinarily reactive boronyl groups are temporarily proteceted by a new masking group derived from 1,8-diaminonaphthalene.
The 1,8-diaminonaphthalene is easily unmasked in an aqueous acid.

B(dan)

diboronyl coupling module

Features
  • B(dan) is easily unmasked in an aqueous acid after cross coupling reaction
  • Applicable to oligoarene synthesis
Synthesis of polyboronyl-substituted oligoarenes using diaboronyl coupling module

Synthesis of polyboronyl-substituted oligoarenes using diboronyl coupling module

reaction

Products

Products

References:

  1. Noguchi, H., Shioda, T., Chou C.-M. and Suginome, M.: "Differentially protected benzenediboronic acids: divalent cross-coupling modules for the efficient synthesis of boron-substituted oligoarenes", Org. Lett., 10, 377-80 (2008).
  2. Noguchi, H., Hojo, K. and Suginome, M.: J. Am. Chem. Soc.,"Boron-masking strategy for the selective synthesis of oligoarenes via iterative Suzuki-Miyaura coupling", 129, 758 (2007)

Product List

Description CAS No. Package Size (Wako Cat. No.)
o-Bromophenylboronic Acid, 1,8-Diaminonaphthalene, Proteced
[927384-42-7]
1 g (#026-16631)
5 g (#022-16633)
m-Bromophenylboronic Acid, 1,8-Diaminonaphthalene, Proteced
[927384-43-8]
1 g (#023-16641)
5 g (#029-16643)
p-Bromophenylboronic Acid, 1,8-Diaminonaphthalene, Proteced
[927384-44-9]
1 g (#020-16651)
5 g (#026-16653)
o-Benzenediboronic Acid Pinacol Ester, 1,8-Diaminonaphthalene, Proteced
[950511-18-9]
1 g (#021-16701)
5 g (#027-16703)
m-Benzenediboronic Acid Pinacol Ester, 1,8-Diaminonaphthalene, Proteced
[950511-17-8]
1 g (#028-16711)
5 g (#024-16713)
p-Benzenediboronic Acid Pinacol Ester, 1,8-Diaminonaphthalene, Proteced
[950511-16-7]
1 g (#025-16721)
5 g (#021-16723)
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