Literature DB >> 27722304

Surface-assisted diastereoselective Ullmann coupling of bishelicenes.

Christian Wäckerlin1, Jingyi Li1, Anaïs Mairena1, Kévin Martin2, Narcis Avarvari2, Karl-Heinz Ernst3.   

Abstract

Ullmann coupling of chiral 2-bromo[4]helicene has been performed on a Cu(100) surface. Only homochiral 2,2'-bis[4]helicene as the product is observed using STM. Such stereoselectivity is based on the fact that the surface will favour a configuration with the central part of the molecule on the surface, causing the outer ends to spiral away from the surface.

Entities:  

Year:  2016        PMID： 27722304     DOI： 10.1039/c6cc05849c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  3 in total

1.  Surface chemistry: Single handedness in flatland.

Authors:  Karl-Heinz Ernst
Journal:  Nat Chem       Date:  2017-01-30       Impact factor: 24.427

2.  Reaction selectivity of homochiral versus heterochiral intermolecular reactions of prochiral terminal alkynes on surfaces.

Authors:  Tao Wang; Haifeng Lv; Jianmin Huang; Huan Shan; Lin Feng; Yahui Mao; Jinyi Wang; Wenzhao Zhang; Dong Han; Qian Xu; Pingwu Du; Aidi Zhao; Xiaojun Wu; Steven L Tait; Junfa Zhu
Journal:  Nat Commun       Date:  2019-09-11       Impact factor: 14.919

3.  Transferring axial molecular chirality through a sequence of on-surface reactions.

Authors:  Néstor Merino-Díez; Mohammed S G Mohammed; Jesús Castro-Esteban; Luciano Colazzo; Alejandro Berdonces-Layunta; James Lawrence; J Ignacio Pascual; Dimas G de Oteyza; Diego Peña
Journal:  Chem Sci       Date:  2020-04-29       Impact factor: 9.825
  3 in total

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