Synthesis and properties of optically active helical polymers from (S)-3-functional-3′-vinyl-BINOL derivatives

RSC Advances ◽  
2016 ◽  
Vol 6 (47) ◽  
pp. 41103-41107 ◽  
Author(s):  
Chunhui Zhao ◽  
Kunbing Ouyang ◽  
Jin Zhang ◽  
Nianfa Yang
Keyword(s):  
Circular Dichroism ◽  
Optical Rotation ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Specific Optical Rotation ◽  
Helical Polymers ◽  
Vinyl Polymers ◽  
Circular Dichroïsm

Helical vinyl polymers bearing N-heterocycles substituent BINOL derivatives were synthesized. The specific optical rotation and circular dichroism spectra data show the obtained polymers can keep a prevailing helicity of backbone in solution.

Circular dichroism spectra of amino acid complexes. II. Chelated amino acid complexes with the CoN5O chromophore

1970 ◽  
Vol 23 (9) ◽  
pp. 1735 ◽  
Author(s):  
CJ Hawkins ◽  
PJ Lawson
Keyword(s):  
Amino Acids ◽  
Circular Dichroism ◽  
Amino Acid ◽  
Visible Region ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Amino Acid Complexes ◽  
Similar Series ◽  
Cotton Effects ◽  
Circular Dichroïsm

The circular dichroism spectra of a series of optically active (α-aminocarboxylato)tetraamminecobalt(111) complexes have been measured in aqueous solution, and in the presence of salts of polarizable anions. The observed spectra in the visible region have been analysed to determine the signs of the Cotton effects of the three components of the 1A1g ↔ 1T1g cobalt(111) transition. For L-amino acids, the transition with A2g(D4h) parentage is negative, and the two transitions with Eg(D4h) parentage have opposite signs. Published circular dichroism spectra of complexes of the type [Co(en)2(L-am)]2+ were similarly interpreted in terms of a perturbed tetragonal chromophore, and it was shown that the vicinal effect of the L-amino acids imposed the same signs onto the component transitions as for the tetraammines and for a similar series of pentaamminecobalt(111) complexes.

The optically active 3-ferrocenylalanine and its application in peptide chemistry

1980 ◽  
Vol 45 (2) ◽  
pp. 435-441 ◽  
Author(s):  
Jan Pospíšek ◽  
Štefan Toma ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Circular Dichroism ◽  
Aspartic Acid ◽  
Peptide Synthesis ◽  
Absolute Configuration ◽  
Optically Active ◽  
Circular Dichroism Spectra ◽  
Peptide Chemistry ◽  
Conventional Methods ◽  
The Absolute ◽  
Circular Dichroïsm

Racemic 3-ferrocenylalanine was resolved in enantiomers using brucine. The absolute configuration was estimated by ozonolytic degradation of the N-trifluoroacetyl derivative of the (-)-enantiomer yielding D-aspartic acid. Diastereoisomeric cyclo(D-ferrocenylalanyl-L-prolyl) and cyclo-(L-3-ferrocenylalanyl-L-prolyl) were synthesized using conventional methods of peptide synthesis. Circular dichroism spectra of these cyclodipeptides are discussed and compared with spectra of the corresponding diastereoisomeric cyclodipeptides containing phenylalanine.

Optical Activity of Symmetric Compounds in Chiral Media. I. Induced Circular Dichroism of Unbound Substrates

1971 ◽  
Vol 49 (4) ◽  
pp. 624-631 ◽  
Author(s):  
L. D. Hayward ◽  
R. N. Totty
Keyword(s):  
Circular Dichroism ◽  
Carbonyl Compounds ◽  
Optical Rotation ◽  
Optically Active ◽  
Asymmetric Induction ◽  
Azo Compounds ◽  
Induced Circular Dichroism ◽  
Chiral Media ◽  
Circular Dichroïsm ◽  
Rotational Strengths

In the presence of chiral environment compounds, C, optical rotation is induced in symmetric substrates, S, and may be detected as circular dichroism in the electronic spectra of the solutions. Thus the n − π* transitions of symmetric and racemic carbonyl compounds, and of symmetric nitro and azo compounds, become optically active when these S are dissolved in chiral hydrocarbons, ketones, or carbinols, or in solutions of these C in achiral solvents. The rotational strengths of the induced circular dichroism bands of S are solvent, temperature, and concentration dependent. Only limited correlation of the sign and magnitude of the induced bands with the stereochemistry of C and S is evident on the data so far accumulated. Halogenated achiral solvents enhance the intensity, and, in some cases reverse the sign of the induced bands.A new mechanism of asymmetric induction is proposed in which specific bonding of C with S is not prerequisite.

Optically active helical poly(α,β-unsaturated ketone) from anionic polymerization of (S)-3-acrylyl-2,2′- bis(methoxymethoxy)-1,1′-binaphthyl

2014 ◽  
Vol 92 (7) ◽  
pp. 647-652
Author(s):  
Yehui Chen ◽  
Liwen Yang ◽  
Nianfa Yang ◽  
Zhusheng Yang
Keyword(s):  
Anionic Polymerization ◽  
Optical Rotation ◽  
Helical Structure ◽  
Optically Active ◽  
Unsaturated Ketone ◽  
Model Compounds ◽  
Specific Optical Rotation ◽  
G Value ◽  
Circular Dichroïsm ◽  
Structure In Solution

(S)-3-acrylyl-2,2′-bis(methoxymethoxy)-1,1′-binaphthyl (3a) was synthesized and anionically polymerized using n-BuLi as an initiator. The polymer derived from 3a had a tremendous specific optical rotation [Formula: see text] = −304.2, while that of the monomer 3a is −68.7. Poly-3a was confirmed to exist in the form of a one-handed helical structure in solution by means of comparing the specific optical rotation, the circular dichroism, and UV-vis spectra with that of 3a and the model compounds such as (S)-3-propionyl-2,2′-bis(methoxymethoxy)-1,1′-binaphthyl (3b) and (S)-3-heptanoyl-2,2′-bis(methoxymethoxy)-1,1′-binaphthyl (3c). This conclusion was also confirmed by the fact that the g value of poly-3a is about 15 times of that of the monomer 3a.

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