Literature DB >> 10841496

Kinetic control in the palladium-catalyzed synthesis of C(2)-symmetric hexabenzotriphenylene. A conformational study

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Abstract

The hitherto unisolated, thermodynamically unstable C(2)-symmetric conformer of hexabenzotriphenylene (1) has been efficiently synthesized by palladium-catalyzed cyclotrimerization of 9, 10-didehydrophenanthrene (4). The barriers to conformational interconversion of 1 are examined experimentally and by computational studies.

Entities:  

Year:  2000        PMID： 10841496     DOI： 10.1021/ol005916p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Pd(OAc)(2)-catalyzed Domino reactions of 1-chloro-2-haloarenes and 2-haloaryl tosylates with hindered Grignard reagents via palladium-associated arynes.

Authors:  Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

2.  Highly efficient route to fused polycyclic aromatics via palladium-catalyzed aryne annulation by aryl halides.

Authors:  Zhijian Liu; Richard C Larock
Journal:  J Org Chem       Date:  2007-01-05       Impact factor: 4.354

3.  Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

4.  Pd(OAc)(2)-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes.

Authors:  Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Tetrahedron       Date:  2008-03-10       Impact factor: 2.457

5.  Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes.

Authors:  Jesse P Waldo; Xiaoxia Zhang; Feng Shi; Richard C Larock
Journal:  J Org Chem       Date:  2008-08-07       Impact factor: 4.354

6.  Palladium-catalyzed synthesis of 9-fluorenylidenes through aryne annulation.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

7.  Solution Phase Reactivity of Dibenzo[c,e][1,2]azaborinine: Activation and Insertion into Si-E Single Bonds (E=H, OSi(CH3 )3 , F, Cl) by a BN-Aryne.

Authors:  Constanze Keck; Jennifer Hahn; Divanshu Gupta; Holger F Bettinger
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020
  7 in total

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