Synthesis of Triaryltriazasumanenes

C3-symmetric chiral triaryltriazasumanenes were successfully prepared in good yields by Pd-catalyzed cross-coupling reactions of chiral tris(methylthio)triazasumanene with various arylboronic acids. These chiral triaryltriazasumanenes showed very stable bowl chirality without racemization at room te...

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Bibliographic Details
Published in:Chemistry letters 2017-01, Vol.46 (1), p.146-148
Main Authors: Kaewmati, Patcharin, Tan, Qitao, Higashibayashi, Shuhei, Yakiyama, Yumi, Sakurai, Hidehiro
Format: Article
Language:English
Subjects:
Chemical reactions
Chirality
Cross coupling
Crystallography
Crystals
Racemization
Room temperature
Single crystals
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Summary:C3-symmetric chiral triaryltriazasumanenes were successfully prepared in good yields by Pd-catalyzed cross-coupling reactions of chiral tris(methylthio)triazasumanene with various arylboronic acids. These chiral triaryltriazasumanenes showed very stable bowl chirality without racemization at room temperature. Single-crystal X-ray crystallography of the p-(trifluoromethyl)phenyl derivative revealed the formation of unidirectional π–π stacking columns that were connected by F⋯F interactions unlike the non-columnar crystal packing of tris(methanesulfonyl)triazasumanene.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.160978