¹H and ¹³C NMR assignments of dihydropipataline, the main of four long‐chain 1‐(3,4‐methylenedioxyphenyl)‐alkanes from Piper darienence D.C.

Article type: Research Article

Authors: Meléndez‐Rodríguez, Myriam | Rendón, Willy | Chávez, Galia | Martínez‐Guajardo, Gerardo | Joseph‐Nathan, Pedro^;

Affiliations: Departamento de Química, Centro de Investigación y de Estudios Avanzados, Instituto Politécnico Nacional, Apartado 14‐740, México, D.F., 07000 Mexico | Instituto de Investigaciones Químicas, Universidad Mayor de San Andrés, La Paz, Bolivia | Departamento de Química, División de Ciencias Básicas e Ingeniería, Universidad Autónoma Metropolitana‐Iztapalapa, Apartado 55‐534, México, D.F., 09340 Mexico

Note: [] Corresponding author. Tel.: +52 5747 7112; Fax: +52 5747 7113; E‐mail: pjoseph@nathan.chem.cinvestav.mx.

Abstract: Four 1‐(3,4‐methylenedioxyphenyl)‐alkanes having linear ten, eleven, twelve and fourteen carbon atom chains, found in the roots of Piper darienence D.C., were separated by HPLC and their structures determined by mass spectrometry and NMR spectroscopy. Conventional 1D NMR methods were used for 1H chemical shifts assignment of the main compound dihydropipataline (3) [1‐(3,4‐methylenedioxyphenyl)‐dodecane]. The 13C NMR assignment was carried out using conventional considerations and 2D NMR techniques (HETCOR and FLOCK) in combination with spectral 13C NMR simulation and ab initio DFT‐GIAO NMR calculations.

Journal: Spectroscopy, vol. 14, no. 4, pp. 195-201, 2000