Novel freebase and zinc bilinone dimers with optically active peripheral groups. Synthesis and application to chiral nematic induction in a nematic mesophase

Novel freebase and zinc bilinone dimers with optically active peripheral groups. Synthesis and... In order to investigate effective dopants to induce chiral nematic liquid crystalline phases, novel freebase (FbBL) and zinc bilinone (ZnBL) derivatives bearing optically active aliphatic groups ((S)-3,7-dimethyloctyls) at the peripheral positions were prepared. From the CD spectra, it was confirmed that M-helicity in the bilinone frameworks was modestly enriched for ZnBLs, whereas helicity was hardly induced for FbBLs except for the o-xylylene-spaced dimer. When N-(4-methoxybenzylidene)-4-butylaniline (MBBA) was doped with the bilinone derivatives, the chiral nematic phase was effectively induced, and the helical twisting powers (βMs) ranged from −95 to −159 μm−1. The control experiment using (S)-3,7-dimethyl-1-phenyloctane (βM = +14 μm−1) clearly showed that the induced chiral helical frameworks of FbBL and ZnBL predominantly contribute to chiral nematic induction of MBBA. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Novel freebase and zinc bilinone dimers with optically active peripheral groups. Synthesis and application to chiral nematic induction in a nematic mesophase

Loading next page...
 
/lp/springer_journal/novel-freebase-and-zinc-bilinone-dimers-with-optically-active-jmnQXEzGwd
Publisher
Springer Journals
Copyright
Copyright © 2009 by Springer Science+Business Media BV
Subject
Chemistry; Inorganic Chemistry ; Physical Chemistry ; Catalysis
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-009-0078-9
Publisher site
See Article on Publisher Site

Abstract

In order to investigate effective dopants to induce chiral nematic liquid crystalline phases, novel freebase (FbBL) and zinc bilinone (ZnBL) derivatives bearing optically active aliphatic groups ((S)-3,7-dimethyloctyls) at the peripheral positions were prepared. From the CD spectra, it was confirmed that M-helicity in the bilinone frameworks was modestly enriched for ZnBLs, whereas helicity was hardly induced for FbBLs except for the o-xylylene-spaced dimer. When N-(4-methoxybenzylidene)-4-butylaniline (MBBA) was doped with the bilinone derivatives, the chiral nematic phase was effectively induced, and the helical twisting powers (βMs) ranged from −95 to −159 μm−1. The control experiment using (S)-3,7-dimethyl-1-phenyloctane (βM = +14 μm−1) clearly showed that the induced chiral helical frameworks of FbBL and ZnBL predominantly contribute to chiral nematic induction of MBBA.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Oct 10, 2009

References

  • First enantioselective catalysis using a helical diphosphane
    Reetz, MT; Beuttenmüller, EW; Goddard, R
  • Kinetic resolution in Pd-catalyzed allylic substitution using the PHelix ligand
    Reetz, MT; Sostmann, S
  • A new helicopodand: molecular recognition of dicarboxylic acids with high diastereoselectivity
    Owens, L; Thilgen, C; Diederich, F; Knobler, CB

You’re reading a free preview. Subscribe to read the entire article.


DeepDyve is your
personal research library

It’s your single place to instantly
discover and read the research
that matters to you.

Enjoy affordable access to
over 18 million articles from more than
15,000 peer-reviewed journals.

All for just $49/month

Explore the DeepDyve Library

Search

Query the DeepDyve database, plus search all of PubMed and Google Scholar seamlessly

Organize

Save any article or search result from DeepDyve, PubMed, and Google Scholar... all in one place.

Access

Get unlimited, online access to over 18 million full-text articles from more than 15,000 scientific journals.

Your journals are on DeepDyve

Read from thousands of the leading scholarly journals from SpringerNature, Elsevier, Wiley-Blackwell, Oxford University Press and more.

All the latest content is available, no embargo periods.

See the journals in your area

DeepDyve

Freelancer

DeepDyve

Pro

Price

FREE

$49/month
$360/year

Save searches from
Google Scholar,
PubMed

Create lists to
organize your research

Export lists, citations

Read DeepDyve articles

Abstract access only

Unlimited access to over
18 million full-text articles

Print

20 pages / month

PDF Discount

20% off