NDLI: Matrix isolation FTIR study of hydrogen-bonded complexes of methanol with heterocyclic organic compounds

Content Provider	Royal Society of Chemistry (RSC)
Author	Tsona, Narcisse T. Zhao, Hailiang Du, Lin Tang, Shanshan Ding, Lei Jiang, Xiaotong Liu, Shijie
Copyright Year	2017
Abstract	Acting as hydrogen bond acceptors, heterocyclic compounds could interact with a hydrogen bond donor, where either the heteroatom or the π system is the bonding site. The hydrogen bonded complexes of heterocyclic compounds with methanol (MeOH) were studied using matrix isolation FTIR spectroscopy and theoretical calculations based on density functional theory. Four heterocyclic compounds, furan (Fu), 2,5-dihydrofuran (DHF), pyrrole (Py) and thiophene (Th) were selected as representative examples for acceptors. For each of the MeOH–Fu, MeOH–DHF and MeOH–Th complexes, the O–H⋯π and O–H⋯Y (YO, S) hydrogen bonded structures were obtained, while an N–H⋯O instead of O–H⋯N hydrogen bonded conformer was found in the MeOH–Py complex. The measured OH-stretching transitions of the complexes in the IR spectra were assigned to the O–H⋯O bonded MeOH–Fu (b) and MeOH–DHF (b) conformers and the N–H⋯O bonded Py–MeOH (b) conformer, respectively. However, it was hard to assign the spectra to the exact MeOH–Th conformer, because all the hydrogen bond characteristic features obtained for different MeOH–Th conformers are too close. DHF forms a stronger O–H⋯O hydrogen bond than furan, and the O–H⋯O hydrogen bonded MeOH–Fu complex is more stable than the O–H⋯S bonded MeOH–Th complex. Atoms in molecules analysis was also performed to understand the nature of interaction in the MeOH complexes. This analysis allowed us to characterize the new bond critical point generated in the complexes. The present results help to evaluate the atmospheric behavior of some heterocyclic compounds, and indicate their importance in the pre-nucleation mechanism at the molecular level.
Starting Page	2503
Ending Page	2512
Page Count	10
File Format	HTM / HTML PDF
ISSN	20462069
Volume Number	7
Issue Number	5
Journal	RSC Advances
DOI	10.1039/c6ra26076d
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Absorption spectroscopy Dihydrofuran Furan DHF Interaction Heteroatom Thiophene Matrix isolation Pyrrole Density functional theory Calculus of variations Heterocyclic compound Hydrogen bond Methanol
Content Type	Text
Resource Type	Article
Subject	Chemistry Chemical Engineering

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Matrix isolation FTIR study of hydrogen-bonded complexes of methanol with heterocyclic organic compounds

A Matrix Isolation-FTIR and Ab Initio Study of Ethylene Glycol: Conformations and Hydrogen Bonded Complexes

Hydrogen Bonded Complexes of Polycyclic Aromatic Hydrocarbons with Water: Matrix Isolation FTIR Spectroscopy and Computational Study

Synthesis of furan-substituted dihydrofuran compounds by radical-.

The advantages of the neon matrix to the vibrational study of van der Waals and hydrogen bonded molecular complexes

Conformations and Hydrogen Bonded Interactions in Propargyl Systems: A Matrix Isolation Infrared and Computational Study

Furan-Containing Chiral Spiro-Fused Polycyclic Aromatic Compounds: Synthesis and Photophysical Properties

A Theoretical investigation of furan-AlX3, pyrrole-AlX3 and thiophene-AlX3 (X = H, F, Cl, Br) interactions

The synthetic utility of furan-, pyrrole- and thiophene-based 2-silyloxy dienes

Matrix isolation FTIR study of hydrogen-bonded complexes of methanol with heterocyclic organic compounds

Similar Documents

Matrix isolation FTIR study of hydrogen-bonded complexes of methanol with heterocyclic organic compounds

A Matrix Isolation-FTIR and Ab Initio Study of Ethylene Glycol: Conformations and Hydrogen Bonded Complexes

Hydrogen Bonded Complexes of Polycyclic Aromatic Hydrocarbons with Water: Matrix Isolation FTIR Spectroscopy and Computational Study

Synthesis of furan-substituted dihydrofuran compounds by radical-.

The advantages of the neon matrix to the vibrational study of van der Waals and hydrogen bonded molecular complexes

Conformations and Hydrogen Bonded Interactions in Propargyl Systems: A Matrix Isolation Infrared and Computational Study

Furan-Containing Chiral Spiro-Fused Polycyclic Aromatic Compounds: Synthesis and Photophysical Properties

A Theoretical investigation of furan-AlX3, pyrrole-AlX3 and thiophene-AlX3 (X = H, F, Cl, Br) interactions

The synthetic utility of furan-, pyrrole- and thiophene-based 2-silyloxy dienes

Matrix isolation FTIR study of hydrogen-bonded complexes of methanol with heterocyclic organic compounds