The photodimerisation of trans-cinnamic acid and its derivatives: a study by vibrational microspectroscopy

Allen, Samantha D.M.; Almond, Matthew J.; Bruneel, Jean‐Luc; Gilbert, Andrew; Hollins, P.; Mascetti, Joëlle

doi:10.1016/s1386-1425(00)00294-8

Cited by 53 publications

(33 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1(c). the wavenumbers of the Raman bands of trans-cinnamate ion and SERS bands of trans-cinnamic acid and also the assignments proposed on the basis of previous studies carried out on trans-cinnamic acid 42 and methyl trans-cinnamate. 43 The SERS bands of 3-phenylpropionic assigned to benzene ring vibrations, such as those recorded at 3068 (2), 1604 (8a), 1582 (8b), 1160 (9b), 1031 (18a), 1003 (12) and 622 cm 1 (6b), exhibit more or less the same wavenumbers and shape as the respective Raman bands.…”

Section: Resultsmentioning

confidence: 84%

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Castro

Ramírez

López‐Tocón

et al. 2002

J Raman Spectroscopy

View full text Add to dashboard Cite

Raman and surface-enhanced Raman scattering (SERS) spectra of 3-phenylpropionic acid on silver colloids at several concentrations and pH values were recorded. The analysis of the spectra indicated that 3-phenylpropionic acid links to the metal through its carboxylate group, keeping the aromatic ring almost perpendicular to the surface. Moreover, the acid undergoes an a, b-dehydrogenation in some extension in such a way that the recorded SERS is the result of the competitive adsorption of 3-phenylpropionic and trans-cinnamic acids. Likewise, the contribution of the charge-transfer mechanism to the enhancement of the SERS of 3-phenylpropionic acid was estimated, making evident its important participation in the enhancement of modes 6a, 9a and 8a.

show abstract

Section: Resultsmentioning

confidence: 84%

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Castro

Ramírez

López‐Tocón

et al. 2002

J Raman Spectroscopy

View full text Add to dashboard Cite

show abstract

“…The very strong band at 1637 cm 1 in the cinnamic acid standard is assigned to (C C), the ethene bond of the monomer. 12 The decay of monomer as a consequence of polymerization results in a decrease in band intensity at 1637 cm 1 and an increase in the band intensity at 3058 cm 1 together with the appearance of bands between 2900 and 3000 cm 1 [ (C-H) of saturated carbon atoms], which is in good correlation with the spectra of siegburgite.…”

Section: Resultsmentioning

confidence: 56%

“…3,5,8 -11 Raman spectroscopic investigations on siegburgite have not been conducted so far. The only distantly related work is that by Allen et al 12 on the photodimerization of -trans-cinnamic acid, which provided important information on band assignments in monomers and dimers of trans-cinnamic acid produced during photolysis. Edwards et al 13 reported a 30% content of cinnamic acid in gum benzoin (Sumatra variety), indicated in the spectrum by typical bands of aromatic ring stretching.…”

Section: Introductionmentioning

confidence: 99%

Fourier transform Raman spectroscopic data on the fossil resin siegburgite

Winkler

Musso

Kirchner

2003

J Raman Spectroscopy

View full text Add to dashboard Cite

The fossil resin siegburgite is known from two localities in Europe: Siegburg, near Bonn, and the 'Goitsche,' near Bitterfeld, both in Germany. Raman spectroscopic data on the material proved the polystyrene character of siegburgite and therefore supported the chemical investigations conducted previously. Cinnamic acid, which was identified as a major constituent in recent resins of Liquidambar ssp. (Hamamelidaceae), was included as a standard pointing towards the origin of siegburgite in the Hamamelidaceae. The rapid and non-destructive method used permits a quick distinction of fossil resins, especially when different resin types occur together in the same deposit, as in Bitterfeld.

show abstract

“…[6][7][8][9][10][11] Both processes have been extensively characterised in solution and in crystals. Cinnamic acid derivatives serve as UV absorbers in sun creams [12,13] and show antioxidant [14] and antibacterial activity; [15] they help to align liquid-crystal systems [16] and are used to manufacture light-sensitive polymers.…”

Section: Introductionmentioning

confidence: 99%

Femtosecond S₃→S₁ Conversion and Structural Reorganisation of trans‐3‐Phenylprop‐2‐enaldehyde and Derivatives in Solution

2005

View full text Add to dashboard Cite

Photoinduced excited-state relaxation of trans-3-phenylprop-2-enaldehyde (cinnamaldehyde) and three derivatives was studied in hexane and acetonitrile with the pump-supercontinuum-probe technique. Transient spectra were measured with 50 fs resolution in the range 260-660 nm after S3<--S0 excitation at 288 nm. The early spectra reveal an ultrafast, 0.1-0.5 ps, interchange of intensity between two excited-state absorption (ESA) bands followed by a approximately 3 ps decay of ESA. This behaviour is interpreted with the help of semiempirical calculations, which indicate that the sub-picosecond evolution is consistent with S3-->S1 excited-state relaxation while the picosecond decay should be due to a structural intramolecular rearrangement. The latter may consist of a twist of the phenyl ring and rotation around the C==C bond to a perpendicular conformation which corresponds to the global energy minimum in the S1 state and serves as source for trans and cis isomers in the ground state.

show abstract

The photodimerisation of trans-cinnamic acid and its derivatives: a study by vibrational microspectroscopy

Cited by 53 publications

References 21 publications

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Fourier transform Raman spectroscopic data on the fossil resin siegburgite

Femtosecond S₃→S₁ Conversion and Structural Reorganisation of trans‐3‐Phenylprop‐2‐enaldehyde and Derivatives in Solution

Contact Info

Product

Resources

About

The photodimerisation of trans-cinnamic acid and its derivatives: a study by vibrational microspectroscopy

Cited by 53 publications

References 21 publications

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Surface‐enhanced Raman scattering of 3‐phenylpropionic acid (hydrocinnamic acid)

Fourier transform Raman spectroscopic data on the fossil resin siegburgite

Femtosecond S3→S1 Conversion and Structural Reorganisation of trans‐3‐Phenylprop‐2‐enaldehyde and Derivatives in Solution

Contact Info

Product

Resources

About

Femtosecond S₃→S₁ Conversion and Structural Reorganisation of trans‐3‐Phenylprop‐2‐enaldehyde and Derivatives in Solution