Literature DB >> 12895064

Bent structure and dynamic stereochemistry of chiral acridinium cations.

Benoît Laleu1, Christelle Herse, Bo W Laursen, Gérald Bernardinelli, Jérôme Lacour.   

Abstract

Chiral acridinium cations, easily prepared by reaction of enantiopure primary amines and tris(2,6-dimethoxy)trityl cation, display restricted rotations around the C(sp(3))-N(sp(2)) bond. A bending of the aromatic backbone and "out-of-plane" displacements of C(9) and N(10) atoms are enforced if bulky amines are introduced.

Entities:  

Year:  2003        PMID: 12895064     DOI: 10.1021/jo0345998

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Azadioxatriangulenium: Synthesis and Photophysical Properties of Reactive Dyes for Bioconjugation.

Authors:  Ilkay Bora; Sidsel A Bogh; Marco Santella; Martin Rosenberg; Thomas Just Sørensen; Bo W Laursen
Journal:  European J Org Chem       Date:  2015-10

2.  Synthesis and properties of sulfur-functionalized triarylmethylium, acridinium and triangulenium dyes.

Authors:  Marco Santella; Eduardo Della Pia; Jakob Kryger Sørensen; Bo W Laursen
Journal:  Beilstein J Org Chem       Date:  2019-09-09       Impact factor: 2.883

3.  Stereochemical significance of O to N atom interchanges within cationic helicenes: experimental and computational evidence of near racemization to remarkable enantiospecificity.

Authors:  Geraldine M Labrador; Céline Besnard; Thomas Bürgi; Amalia I Poblador-Bahamonde; Johann Bosson; Jérôme Lacour
Journal:  Chem Sci       Date:  2019-06-18       Impact factor: 9.825

  3 in total

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