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Title: Auto-oligomerization and hydration of pyrrole revealed by x-ray absorption spectroscopy

Abstract

Near edge x-ray absorption fine structure (NEXAFS) spectra have been measured at the carbon and nitrogen K-edges of the prototypical aromatic molecule, pyrrole, both in the gas phase and when solvated in water, and compared with spectra simulated using a combination of classical molecular dynamics and first principles density functional theory in the excited state core hole approximation. The excellent agreement enabled detailed assignments. Pyrrole is highly reactive, particularly in water, and reaction products formed by the auto-oligomerization of pyrrole are identified. The solvated spectra have been measured at two different temperatures, indicating that the final states remain largely unaffected by both hydration and temperature. This is somewhat unexpected, since the nitrogen in pyrrole can donate a hydrogen bond to water.

Authors:
; ; ; ; ; ;
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
Advanced Light Source Division; Chemical Sciences Division
OSTI Identifier:
973945
Report Number(s):
LBNL-2651E
TRN: US201007%%422
DOE Contract Number:  
DE-AC02-05CH11231
Resource Type:
Journal Article
Resource Relation:
Journal Name: The Journal of Chemical Physics; Journal Volume: 131; Related Information: Journal Publication Date: 2009
Country of Publication:
United States
Language:
English
Subject:
75; ABSORPTION; ABSORPTION SPECTROSCOPY; AROMATICS; CARBON; EXCITED STATES; FINE STRUCTURE; FUNCTIONALS; HYDRATION; HYDROGEN; NITROGEN; PYRROLES; SPECTRA; WATER

Citation Formats

Advanced Light Source, Schwartz, Craig P., Uejio, Janel S., Duffin, Andrew M., England, Alice H., Prendergast, David, and Saykally, Richard J. Auto-oligomerization and hydration of pyrrole revealed by x-ray absorption spectroscopy. United States: N. p., 2009. Web.
Advanced Light Source, Schwartz, Craig P., Uejio, Janel S., Duffin, Andrew M., England, Alice H., Prendergast, David, & Saykally, Richard J. Auto-oligomerization and hydration of pyrrole revealed by x-ray absorption spectroscopy. United States.
Advanced Light Source, Schwartz, Craig P., Uejio, Janel S., Duffin, Andrew M., England, Alice H., Prendergast, David, and Saykally, Richard J. Fri . "Auto-oligomerization and hydration of pyrrole revealed by x-ray absorption spectroscopy". United States. https://www.osti.gov/servlets/purl/973945.
@article{osti_973945,
title = {Auto-oligomerization and hydration of pyrrole revealed by x-ray absorption spectroscopy},
author = {Advanced Light Source and Schwartz, Craig P. and Uejio, Janel S. and Duffin, Andrew M. and England, Alice H. and Prendergast, David and Saykally, Richard J},
abstractNote = {Near edge x-ray absorption fine structure (NEXAFS) spectra have been measured at the carbon and nitrogen K-edges of the prototypical aromatic molecule, pyrrole, both in the gas phase and when solvated in water, and compared with spectra simulated using a combination of classical molecular dynamics and first principles density functional theory in the excited state core hole approximation. The excellent agreement enabled detailed assignments. Pyrrole is highly reactive, particularly in water, and reaction products formed by the auto-oligomerization of pyrrole are identified. The solvated spectra have been measured at two different temperatures, indicating that the final states remain largely unaffected by both hydration and temperature. This is somewhat unexpected, since the nitrogen in pyrrole can donate a hydrogen bond to water.},
doi = {},
journal = {The Journal of Chemical Physics},
number = ,
volume = 131,
place = {United States},
year = {Fri May 29 00:00:00 EDT 2009},
month = {Fri May 29 00:00:00 EDT 2009}
}