Literature DB >> 17760450

Thermal cyclodehydrogenations to form 6-membered rings: cyclizations of [5]helicenes.

Xiang Xue1, Lawrence T Scott.   

Abstract

Flash vacuum pyrolysis (FVP) of [5]helicene induces a thermal cyclodehydrogenation to form benzo[ghi]perylene. Evidence is presented that supports an electrocyclization-rearomatization mechanism and is inconsistent with mechanistic alternatives involving the intermediacy of aryl radicals or carbenes in the helicene fjord region.

Entities:  

Year:  2007        PMID： 17760450     DOI： 10.1021/ol7015516

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


  2 in total

1.  Surface-assisted cyclodehydrogenation provides a synthetic route towards easily processable and chemically tailored nanographenes.

Authors:  Matthias Treier; Carlo Antonio Pignedoli; Teodoro Laino; Ralph Rieger; Klaus Müllen; Daniele Passerone; Roman Fasel
Journal:  Nat Chem       Date:  2010-11-07       Impact factor: 24.427

2.  Gas phase synthesis of [4]-helicene.

Authors:  Long Zhao; Ralf I Kaiser; Bo Xu; Utuq Ablikim; Wenchao Lu; Musahid Ahmed; Mikhail M Evseev; Eugene K Bashkirov; Valeriy N Azyazov; Marsel V Zagidullin; Alexander N Morozov; A Hasan Howlader; Stanislaw F Wnuk; Alexander M Mebel; Dharati Joshi; Gregory Veber; Felix R Fischer
Journal:  Nat Commun       Date:  2019-04-03       Impact factor: 14.919
  2 in total

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