Terpenes in the gas phase: The structural conformation of S-(-)-perillaldehyde investigated by microwave spectroscopy and quantum chemical calculations

被引：22

作者：

Aviles Moreno, Juan Ramon ^{[1
]}

Partal Urena, Francisco ^{[1
]}

Lopez Gonzalez, Juan Jesus ^{[1
]}

Huet, Therese R. ^{[2
]}

机构：

[1] Univ Jaen, Dept Phys & Analyt Chem, E-23071 Jaen, Spain

[2] Univ Sci & Technol Lille 1, Lab Phys Lasers Atomes & Mol PhLAM, CNRS, UMR 8523, F-59655 Villeneuve Dascq, France

来源：

CHEMICAL PHYSICS LETTERS | 2009年 / 473卷 / 1-3期

关键词：

ANTIOXIDANT ACTIVITIES; ESSENTIAL OIL; FLEXIBILITY; PRODUCTS; DENSITY; SYSTEMS; SUGARS;

D O I：

10.1016/j.cplett.2009.03.046

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

S-(-)-perillaldehyde (C10H14O) has been characterized in the gas phase using a Fourier transform microwave spectroscopy experiment in a supersonic molecular beam. Two conformers - with the isopropenyl group in the equatorial position - have been detected and described by a set of molecular parameters including the principal rotational constants and the quartic centrifugal distortion parameters. Quantum chemical calculations indicate that a third conformer might not be observed due to relaxation processes in the jet. The gas phase results are compared with the liquid phase IR-Raman-VCD spectra. Our study shows that gas phase spectroscopy is a powerful tool for characterizing monoterpenes. (C) 2009 Elsevier B. V. All rights reserved.

引用

页码：17 / 20

页数：4

共 25 条

[1]

Aviles-Moreno J.-R., 2006, CHEM PHYS LETT, V419, P411

[2] Conformational flexibility in hydrated sugars: The glycolaldehyde-water complex [J].

Aviles-Moreno, Juan-Ramon ;

Demaison, Jean ;

Huet, Therese R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (32) :10467-10473

[3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[4] Gas-phase terpene oxidation products: a review [J].

Calogirou, A ;

Larsen, BR ;

Kotzias, D .

ATMOSPHERIC ENVIRONMENT, 1999, 33 (09) :1423-1439

[5]

Chastrette M, 1998, FLAVOUR FRAG J, V13, P5, DOI 10.1002/(SICI)1099-1026(199801/02)13:1<5::AID-FFJ678>3.0.CO

[6]

2-B

[7] Photochemical hydroperoxidation of terpenes I.: Synthesis and characterization of α-pinene, β-pinene and limonene hydroperoxides [J].

Chiron, F ;

Chalchat, JC ;

Garry, RP ;

Pilichowski, JF ;

Lacoste, J .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1997, 111 (1-3) :75-86

[8] STRUCTURE-ACTIVITY-RELATIONSHIPS AMONG MONOTERPENE, INHIBITORS OF PROTEIN ISOPRENYLATION AND CELL-PROLIFERATION [J].

CROWELL, PL ;

REN, ZB ;

LIN, SZ ;

VEDEJS, E ;

GOULD, MN .

BIOCHEMICAL PHARMACOLOGY, 1994, 47 (08) :1405-1415

[9]

Frisch M. J., 2016, GAUSSIAN 16 REVISION

[10] Influence of the geometry of a hydrogen bond on conformational stability: a theoretical and experimental study of ethyl carbamate [J].

Goubet, M. ;

Motiyenko, R. A. ;

Real, F. ;

Margules, L. ;

Huet, T. R. ;

Asselin, P. ;

Soulard, P. ;

Krasnicki, A. ;

Kisiel, Z. ;

Alekseev, E. A. .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2009, 11 (11) :1719-1728

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