Relationship between molecular electronic structure, NMR parameters and conformational stability

• Grant number: 11/17357-3
• Support type: Regular Research Grants
• Duration: January 01, 2012 - December 31, 2013
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal researcher: Claudio Francisco Tormena
• Grantee: Claudio Francisco Tormena
• Home Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Assoc. researchers: Lucas Colucci Ducati

Abstract

The project under evaluation involves the effects of stereoelectronic interactions on 13C NMR chemical shifts for molecules containing heavy atoms. It is proposed a description about how stereoelectronic interactions affect the Spin-Orbit component of the nuclear shielding tensor, which may be ascribed as responsible for heavy atom effects on 13C NMR. It is also highlighted in this project the effect of such stereoelectronic interactions on the conformational preferences for some proposed halohydrins. The joint experimental and theoretical analyses may allow us to determine the most important interactions responsible for the conformational stability and also for the experimental behaviour of 13C NMR chemical shifts. (AU)

Scientific publications

(8)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

VIESSER, RENAN V.; DUCATI, LUCAS C.; TORMENA, CLAUDIO F.; AUTSCHBACH, JOCHEN. The halogen effect on the C-13 NMR chemical shift in substituted benzenes. Physical Chemistry Chemical Physics, v. 20, n. 16, p. 11247-11259, APR 28 2018. Web of Science Citations: 9.

VIESSER, RENAN V.; DUCATI, LUCAS C.; TORMENA, CLAUDIO F.; AUTSCHBACH, JOCHEN. The unexpected roles of sigma and pi orbitals in electron donor and acceptor group effects on the C-13 NMR chemical shifts in substituted benzenest. CHEMICAL SCIENCE, v. 8, n. 9, p. 6570-6576, SEP 2017. Web of Science Citations: 13.

SILVA, FREDSON T.; FRANCO, CAIO H.; FAVARO, DENIZE C.; FREITAS-JUNIOR, LUCIO H.; MORAES, CAROLINA B.; FERREIRA, ELIZABETH I. Design, synthesis and antitrypanosomal activity of some nitrofurazone 1,2,4-triazolic bioisosteric analogues. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, v. 121, p. 553-560, OCT 4 2016. Web of Science Citations: 10.

VIESSER, RENAN V.; DUCATI, LUCAS C.; AUTSCHBACH, JOCHEN; TORMENA, CLAUDIO F. NMR spin-spin coupling constants: bond angle dependence of the sign and magnitude of the vicinal (3)J(HF) coupling. Physical Chemistry Chemical Physics, v. 18, n. 34, p. 24119-24128, SEP 14 2016. Web of Science Citations: 4.

VIESSER, RENAN V.; DUCATI, LUCAS C.; AUTSCHBACH, JOCHEN; TORMENA, CLAUDIO F. Effects of stereoelectronic interactions on the relativistic spin-orbit and paramagnetic components of the C-13 NMR shielding tensors of dihaloethenes. Physical Chemistry Chemical Physics, v. 17, n. 29, p. 19315-19324, 2015. Web of Science Citations: 8.

CONTRERAS, RUBEN H.; LLORENTE, TOMAS; DUCATI, LUCAS COLUCCI; TORMENA, CLAUDIO FRANCISCO. Revisiting NMR Through-Space J(FF) Spin-Spin Coupling Constants for Getting Insight into Proximate F---F Interactions. Journal of Physical Chemistry A, v. 118, n. 27, p. 5068-5075, JUL 10 2014. Web of Science Citations: 9.

SOLHA, DANIELA C.; BARBOSA, THAIS M.; VIESSER, RENAN V.; RITTNER, ROBERTO; TORMENA, CLAUDIO F. Experimental and Theoretical Studies of Intramolecular Hydrogen Bonding in 3-Hydroxytetrahydropyran: Beyond AIM Analysis. Journal of Physical Chemistry A, v. 118, n. 15, p. 2794-2800, APR 17 2014. Web of Science Citations: 13.

FAVARO, DENIZE C.; CONTRERAS, RUBEN H.; TORMENA, CLAUDIO F. Unusual Through-Space, TS, Pathway for the Transmission of J(FHf) Coupling: 2-Fluorobenzaldehyde Study Case. Journal of Physical Chemistry A, v. 117, n. 33, p. 7939-7945, AUG 22 2013. Web of Science Citations: 8.