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Title: On the formation of nitrogen-substituted polycyclic aromatic hydrocarbons (NPAHs) in circumstellar and interstellar environments

Abstract

The chemical evolution of extraterrestrial environments leads to the formation of nitrogen substituted polycyclic aromatic hydrocarbons (NPAHs)viagas phase radical mediated aromatization reactions.

Authors:
 [1];  [1]
  1. Department of Chemistry; University of Hawai’i at Manoa; Honolulu; USA
Publication Date:
Research Org.:
Univ. of Hawaii, Honolulu, HI (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1535128
DOE Contract Number:  
FG02-03ER15411
Resource Type:
Journal Article
Journal Name:
Chemical Society Reviews
Additional Journal Information:
Journal Volume: 46; Journal Issue: 2; Journal ID: ISSN 0306-0012
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
Chemistry

Citation Formats

Parker, Dorian S. N., and Kaiser, Ralf I. On the formation of nitrogen-substituted polycyclic aromatic hydrocarbons (NPAHs) in circumstellar and interstellar environments. United States: N. p., 2017. Web. doi:10.1039/c6cs00714g.
Parker, Dorian S. N., & Kaiser, Ralf I. On the formation of nitrogen-substituted polycyclic aromatic hydrocarbons (NPAHs) in circumstellar and interstellar environments. United States. doi:10.1039/c6cs00714g.
Parker, Dorian S. N., and Kaiser, Ralf I. Sun . "On the formation of nitrogen-substituted polycyclic aromatic hydrocarbons (NPAHs) in circumstellar and interstellar environments". United States. doi:10.1039/c6cs00714g.
@article{osti_1535128,
title = {On the formation of nitrogen-substituted polycyclic aromatic hydrocarbons (NPAHs) in circumstellar and interstellar environments},
author = {Parker, Dorian S. N. and Kaiser, Ralf I.},
abstractNote = {The chemical evolution of extraterrestrial environments leads to the formation of nitrogen substituted polycyclic aromatic hydrocarbons (NPAHs)viagas phase radical mediated aromatization reactions.},
doi = {10.1039/c6cs00714g},
journal = {Chemical Society Reviews},
issn = {0306-0012},
number = 2,
volume = 46,
place = {United States},
year = {2017},
month = {1}
}

Works referenced in this record:

PAH Formation under Single Collision Conditions: Reaction of Phenyl Radical and 1,3-Butadiene to Form 1,4-Dihydronaphthalene
journal, April 2012

  • Kaiser, R. I.; Parker, D. S. N.; Zhang, F.
  • The Journal of Physical Chemistry A, Vol. 116, Issue 17
  • DOI: 10.1021/jp301775z

A crossed molecular beam and ab initio study on the formation of 5- and 6-methyl-1,4-dihydronaphthalene (C 11 H 12 ) via the reaction of meta-tolyl (C 7 H 7 ) with 1,3-butadiene (C 4 H 6 )
journal, January 2015

  • Muzangwa, Lloyd G.; Yang, Tao; Parker, Dorian S. N.
  • Physical Chemistry Chemical Physics, Vol. 17, Issue 12
  • DOI: 10.1039/C5CP00311C

Low temperature formation of naphthalene and its role in the synthesis of PAHs (Polycyclic Aromatic Hydrocarbons) in the interstellar medium
journal, December 2011

  • Parker, D. S. N.; Zhang, F.; Kim, Y. S.
  • Proceedings of the National Academy of Sciences, Vol. 109, Issue 1
  • DOI: 10.1073/pnas.1113827108

Indene Formation under Single-Collision Conditions from the Reaction of Phenyl Radicals with Allene and Methylacetylene-A Crossed Molecular Beam and Ab Initio Study
journal, September 2011

  • Parker, Dr Dorian S. N.; Zhang, Dr Fangtong; Kaiser, Dr Ralf I.
  • Chemistry - An Asian Journal, Vol. 6, Issue 11
  • DOI: 10.1002/asia.201100535

Formation of 6-Methyl-1,4-dihydronaphthalene in the Reaction of the p -Tolyl Radical with 1,3-Butadiene under Single-Collision Conditions
journal, October 2014

  • Parker, Dorian S. N.; Dangi, Beni B.; Kaiser, Ralf. I.
  • The Journal of Physical Chemistry A, Vol. 118, Issue 51
  • DOI: 10.1021/jp509990u

Reaction dynamics of the 4-methylphenyl radical (C 6 H 4 CH 3 ; p-tolyl) with isoprene (C 5 H 8 ) – formation of dimethyldihydronaphthalenes
journal, January 2014

  • Dangi, Beni B.; Yang, Tao; Kaiser, Ralf I.
  • Phys. Chem. Chem. Phys., Vol. 16, Issue 31
  • DOI: 10.1039/C4CP01056F

A combined crossed molecular beam and theoretical investigation of the reaction of the meta-tolyl radical with vinylacetylene – toward the formation of methylnaphthalenes
journal, January 2015

  • Yang, Tao; Muzangwa, Lloyd; Kaiser, Ralf I.
  • Physical Chemistry Chemical Physics, Vol. 17, Issue 33
  • DOI: 10.1039/C5CP03285G

Photoinduced Mechanism of Formation and Growth of Polycyclic Aromatic Hydrocarbons in Low-Temperature Environments via Successive Ethynyl Radical Additions
journal, October 2008

  • Mebel, Alexander M.; Kislov, Vadim V.; Kaiser, Ralf I.
  • Journal of the American Chemical Society, Vol. 130, Issue 41
  • DOI: 10.1021/ja804198a

Formation of the Phenyl Radical [C 6 H 5 (X 2 A 1 )] under Single Collision Conditions: A Crossed Molecular Beam and ab Initio Study
journal, March 2010

  • Zhang, Fangtong; Jones, Brant; Maksyutenko, Pavlo
  • Journal of the American Chemical Society, Vol. 132, Issue 8
  • DOI: 10.1021/ja908559v

ON THE FORMATION OF ORTHO-BENZYNE (o-C 6 H 4 ) UNDER SINGLE COLLISION CONDITIONS AND ITS ROLE IN INTERSTELLAR CHEMISTRY
journal, February 2011


Gas-Phase Synthesis of the Benzyl Radical (C 6 H 5 CH 2 )
journal, March 2014

  • Dangi, Beni B.; Parker, Dorian S. N.; Yang, Tao
  • Angewandte Chemie International Edition, Vol. 53, Issue 18
  • DOI: 10.1002/anie.201310612

Crossed beams reaction of atomic carbon, C(3Pj), with d6-benzene, C6D6(X 1A1g): Observation of the per-deutero-1,2-didehydro- cycloheptatrienyl radical, C7D5(X 2B2)
journal, April 1999

  • Kaiser, R. I.; Hahndorf, I.; Huang, L. C. L.
  • The Journal of Chemical Physics, Vol. 110, Issue 13
  • DOI: 10.1063/1.478514

Reaction dynamics of carbon-bearing radicals in circumstellar envelopes of carbon stars
journal, January 2006

  • Gu, Xibin; Guo, Ying; Zhang, Fangtong
  • Faraday Discussions, Vol. 133
  • DOI: 10.1039/b516457e

Crossed-beam reaction of carbon atoms with hydrocarbon molecules. V. Chemical dynamics of n-C4H3 formation from reaction of C(3Pj) with allene, H2CCCH2(X 1A1)
journal, June 1999

  • Kaiser, R. I.; Mebel, A. M.; Chang, A. H. H.
  • The Journal of Chemical Physics, Vol. 110, Issue 21
  • DOI: 10.1063/1.478966

A crossed beam and ab initio study of the C2(X1Σg+ /a3∏u)+C2H2(X1Σg+) reactions
journal, November 2003


Reaction of the ethynyl radical, C2H, with methylacetylene, CH3CCH, under single collision conditions: Implications for astrochemistry
journal, February 2001

  • Stahl, Frank; von Ragué Schleyer, Paul; Bettinger, H. F.
  • The Journal of Chemical Physics, Vol. 114, Issue 8
  • DOI: 10.1063/1.1331360

A Combined Crossed Molecular Beam and ab Initio Study of the Reactions C 2 (X 1g + , a 3 Π u ) + C 2 H 4n -C 4 H 3 (X 2 A‘) + H( 2 S 1/2 )
journal, November 2001

  • Balucani, Nadia; Mebel, Alexander M.; Lee, Yuan T.
  • The Journal of Physical Chemistry A, Vol. 105, Issue 43
  • DOI: 10.1021/jp012073q

Crossed beam reaction of atomic carbon, C(3Pj), with the propargyl radical, C3H3(X 2B2): Observation of diacetylene, C4H2(X 1Σg+)
journal, November 1997

  • Kaiser, R. I.; Sun, W.; Suits, A. G.
  • The Journal of Chemical Physics, Vol. 107, Issue 20
  • DOI: 10.1063/1.475025

The formation of Polycyclic Aromatic Hydrocarbons in evolved circumstellar environments
journal, January 2011


Formation of polycyclic aromatic hydrocarbons in circumstellar envelopes
journal, June 1989

  • Frenklach, Michael; Feigelson, Eric D.
  • The Astrophysical Journal, Vol. 341
  • DOI: 10.1086/167501

Spectroscopic diagnostics of organic chemistry in the protostellar environment
journal, March 2001

  • Charnley, S. B.; Ehrenfreund, P.; Kuan, Y. -J
  • Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 57, Issue 4
  • DOI: 10.1016/S1386-1425(00)00437-6

Mechanisms for polycyclic aromatic hydrocarbon (PAH) growth
journal, August 2000


The Infrared Spectrum of Protonated Naphthalene and its Relevance for the Unidentified Infrared Bands
journal, August 2009


Interstellar Polycyclic Aromatic Hydrocarbon Molecules
journal, September 2008


Infrared Spectra of Isolated Protonated Polycyclic Aromatic Hydrocarbon Molecules
journal, October 2009


Variations in the Peak Position of the 6.2 μm Interstellar Emission Feature: A Tracer of N in the Interstellar Polycyclic Aromatic Hydrocarbon Population
journal, October 2005

  • Hudgins, Douglas M.; Bauschlicher, Jr., Charles W.; Allamandola, L. J.
  • The Astrophysical Journal, Vol. 632, Issue 1
  • DOI: 10.1086/432495

Polycyclic Aromatic Hydrocarbons and the Diffuse Interstellar Bands: A Survey
journal, November 1999

  • Salama, F.; Galazutdinov, G. A.; Krełowski, J.
  • The Astrophysical Journal, Vol. 526, Issue 1
  • DOI: 10.1086/307978

Polycyclic aromatic hydrocarbons, carbon nanoparticles and the diffuse interstellar bands
journal, January 2006


Alkylation of polycyclic aromatic hydrocarbons in carbonaceous chondrites
journal, March 2005

  • Elsila, Jamie E.; de Leon, Nathalie P.; Buseck, Peter R.
  • Geochimica et Cosmochimica Acta, Vol. 69, Issue 5
  • DOI: 10.1016/j.gca.2004.09.009

Laser mass spectrometric detection of extraterrestrial aromatic molecules: Mini-review and examination of pulsed heating effects
journal, August 2008

  • Spencer, M. K.; Hammond, M. R.; Zare, R. N.
  • Proceedings of the National Academy of Sciences, Vol. 105, Issue 47
  • DOI: 10.1073/pnas.0801860105

Evidence that polycyclic aromatic hydrocarbons in two carbonaceous chondrites predate parent-body formation
journal, April 2003


High molecular diversity of extraterrestrial organic matter in Murchison meteorite revealed 40 years after its fall
journal, February 2010

  • Schmitt-Kopplin, P.; Gabelica, Z.; Gougeon, R. D.
  • Proceedings of the National Academy of Sciences, Vol. 107, Issue 7
  • DOI: 10.1073/pnas.0912157107

Detailed modeling of soot particle nucleation and growth
journal, January 1991


Polycyclic aromatic hydrocarbon formation in carbon-rich stellar envelopes
journal, December 1992

  • Cherchneff, Isabelle; Barker, John R.; Tielens, Alexander G. G. M.
  • The Astrophysical Journal, Vol. 401
  • DOI: 10.1086/172059

Hydrogen Abstraction/Acetylene Addition Revealed
journal, June 2014

  • Parker, Dorian S. N.; Kaiser, Ralf I.; Troy, Tyler P.
  • Angewandte Chemie International Edition, Vol. 53, Issue 30
  • DOI: 10.1002/anie.201404537

A detailed kinetic modeling study of aromatics formation in laminar premixed acetylene and ethylene flames
journal, July 1997


Detailed kinetic modeling of soot formation in shock-tube pyrolysis of acetylene
journal, January 1985

  • Frenklach, Michael; Clary, David W.; Gardiner, William C.
  • Symposium (International) on Combustion, Vol. 20, Issue 1
  • DOI: 10.1016/S0082-0784(85)80578-6

Formation of nascent soot and other condensed-phase materials in flames
journal, January 2011


Composition profiles and reaction mechanisms in a near-sooting premixed benzene/oxygen/argon flame
journal, January 1981


Comparative study on the growth mechanisms of PAHs
journal, February 2011


Novel Products from C 6 H 5 + C 6 H 6 /C 6 H 5 Reactions
journal, June 2011

  • Shukla, Bikau; Tsuchiya, Kentaro; Koshi, Mitsuo
  • The Journal of Physical Chemistry A, Vol. 115, Issue 21
  • DOI: 10.1021/jp201817n

Selective Formation of Indene through the Reaction of Benzyl Radicals with Acetylene
journal, April 2015

  • Parker, Dorian S. N.; Kaiser, Ralf. I.; Kostko, Oleg
  • ChemPhysChem, Vol. 16, Issue 10
  • DOI: 10.1002/cphc.201500313

Polycyclic aromatic hydrocarbon processing in interstellar shocks
journal, February 2010


Polycyclic aromatic hydrocarbon processing by cosmic rays
journal, December 2010


Polycyclic aromatic hydrocarbon processing in a hot gas
journal, February 2010


PAH evolution in the harsh environment of the ISM
journal, January 2011


Mid-infrared spectra of WC 9 stars - The composition of circumstellar and interstellar dust
journal, September 1989

  • Cohen, M.; Tielens, A. G. G. M.; Bregman, J. D.
  • The Astrophysical Journal, Vol. 344
  • DOI: 10.1086/185519

Formation Mechanism of Polycyclic Aromatic Hydrocarbons beyond the Second Aromatic Ring
journal, May 2013

  • Kislov, V. V.; Sadovnikov, A. I.; Mebel, A. M.
  • The Journal of Physical Chemistry A, Vol. 117, Issue 23
  • DOI: 10.1021/jp402481y

Unexpected Chemistry from the Reaction of Naphthyl and Acetylene at Combustion-Like Temperatures
journal, March 2015

  • Parker, Dorian S. N.; Kaiser, Ralf. I.; Bandyopadhyay, Biswajit
  • Angewandte Chemie International Edition, Vol. 54, Issue 18
  • DOI: 10.1002/anie.201411987

Reaction Dynamics in Astrochemistry: Low-Temperature Pathways to Polycyclic Aromatic Hydrocarbons in the Interstellar Medium
journal, April 2015


Formation of benzene in the interstellar medium
journal, December 2010

  • Jones, B. M.; Zhang, F.; Kaiser, R. I.
  • Proceedings of the National Academy of Sciences, Vol. 108, Issue 2
  • DOI: 10.1073/pnas.1012468108

The Astrobiology of Nucleobases
journal, July 2003

  • Peeters, Z.; Botta, O.; Charnley, S. B.
  • The Astrophysical Journal, Vol. 593, Issue 2
  • DOI: 10.1086/378346

Investigation of pyridine carboxylic acids in CM2 carbonaceous chondrites: Potential precursor molecules for ancient coenzymes
journal, July 2014

  • Smith, Karen E.; Callahan, Michael P.; Gerakines, Perry A.
  • Geochimica et Cosmochimica Acta, Vol. 136
  • DOI: 10.1016/j.gca.2014.04.001

Carbonaceous meteorites contain a wide range of extraterrestrial nucleobases
journal, August 2011

  • Callahan, M. P.; Smith, K. E.; Cleaves, H. J.
  • Proceedings of the National Academy of Sciences, Vol. 108, Issue 34
  • DOI: 10.1073/pnas.1106493108

Extraterrestrial nucleobases in the Murchison meteorite
journal, June 2008

  • Martins, Zita; Botta, Oliver; Fogel, Marilyn L.
  • Earth and Planetary Science Letters, Vol. 270, Issue 1-2
  • DOI: 10.1016/j.epsl.2008.03.026

Potential Purine Antagonists. XV. Preparation of Some 6,8-Disubstituted Purines 1
journal, December 1958

  • Robins, Roland K.
  • Journal of the American Chemical Society, Vol. 80, Issue 24
  • DOI: 10.1021/ja01557a051

Nitrogen-containing compounds in two CR2 meteorites: 15N composition, molecular distribution and precursor molecules
journal, April 2009


Direct detection of pyridine formation by the reaction of CH (CD) with pyrrole: a ring expansion reaction
journal, January 2010

  • Soorkia, Satchin; Taatjes, Craig A.; Osborn, David L.
  • Physical Chemistry Chemical Physics, Vol. 12, Issue 31
  • DOI: 10.1039/c002135k

Reaction Dynamics of Phenyl Radicals in Extreme Environments: A Crossed Molecular Beam Study
journal, February 2009

  • Gu, Xibin; Kaiser, Ralf I.
  • Accounts of Chemical Research, Vol. 42, Issue 2
  • DOI: 10.1021/ar8001365

Untangling the chemical evolution of Titan's atmosphere and surface–from homogeneous to heterogeneous chemistry
journal, January 2010

  • Kaiser, Ralf I.; Maksyutenko, Pavlo; Ennis, Courtney
  • Faraday Discussions, Vol. 147
  • DOI: 10.1039/c003599h

LOW TEMPERATURE FORMATION OF NITROGEN-SUBSTITUTED POLYCYCLIC AROMATIC HYDROCARBONS (PANHs)—BARRIERLESS ROUTES TO DIHYDRO(iso)QUINOLINES
journal, December 2015


Characteristics and diagnostics of an ultrahigh vacuum compatible laser ablation source for crossed molecular beam experiments
journal, May 2006

  • Gu, Xibin; Guo, Ying; Kawamura, Ed
  • Journal of Vacuum Science & Technology A: Vacuum, Surfaces, and Films, Vol. 24, Issue 3
  • DOI: 10.1116/1.2194935

On the formation of pyridine in the interstellar medium
journal, January 2015

  • Parker, Dorian S. N.; Kaiser, Ralf I.; Kostko, Oleg
  • Physical Chemistry Chemical Physics, Vol. 17, Issue 47
  • DOI: 10.1039/C5CP02960K

Theoretical Study on Reaction Mechanism of Ground-State Cyano Radical with 1,3-Butadiene: Prospect of Pyridine Formation
journal, August 2014

  • Sun, B. J.; Huang, C. H.; Chen, S. Y.
  • The Journal of Physical Chemistry A, Vol. 118, Issue 36
  • DOI: 10.1021/jp5056864

Crossed Molecular Beams Study on the Formation of Vinylacetylene in Titan’s Atmosphere
journal, October 2009

  • Zhang, Fangtong; Kim, Yong Seol; Kaiser, Ralf I.
  • The Journal of Physical Chemistry A, Vol. 113, Issue 42
  • DOI: 10.1021/jp9032595

Investigation of kinetics of CH-radicals decay by cavity ring-down spectroscopy
journal, May 2002


Kinetic measurements on methylidyne radical reactions with several hydrocarbons at low temperatures
journal, January 2005

  • Daugey, Nicolas; Caubet, Philippe; Retail, Bertrand
  • Physical Chemistry Chemical Physics, Vol. 7, Issue 15
  • DOI: 10.1039/b506096f

Experimental and Theoretical Studies of the Methylidyne CH(X 2 Π) Radical Reaction with Ethane (C 2 H 6 ): Overall Rate Constant and Product Channels
journal, July 2003

  • Galland, Nicolas; Caralp, Françoise; Hannachi, Yacine
  • The Journal of Physical Chemistry A, Vol. 107, Issue 28
  • DOI: 10.1021/jp027465r

Photodissociation dynamics of pyridine
journal, August 2005

  • Lin, Ming-Fu; Dyakov, Yuri A.; Tseng, Chien-Ming
  • The Journal of Chemical Physics, Vol. 123, Issue 5
  • DOI: 10.1063/1.1994849

Dissociation rates of benzene at VUV excitation
journal, December 2001

  • Hsu, Tzu Chien; Shu, Jinian; Chen, Yang
  • The Journal of Chemical Physics, Vol. 115, Issue 21
  • DOI: 10.1063/1.1423945

A chemical dynamics, kinetics, and theoretical study on the reaction of the cyano radical (CN; X2Σ+) with phenylacetylene (C6H5CCH; X1A1)
journal, January 2010

  • Bennett, Chris J.; Morales, Sébastien B.; Le Picard, Sébastien D.
  • Physical Chemistry Chemical Physics, Vol. 12, Issue 31
  • DOI: 10.1039/b925072g

The detection of interstellar vinyl cyanide /acrylonitrile/
journal, January 1975

  • Gardner, F. F.; Winnewisser, G.
  • The Astrophysical Journal, Vol. 195
  • DOI: 10.1086/181726

Detection of circumstellar CH 2 CHCN, CH 2 CN, CH 3 CCH, and H 2 CS
journal, January 2008


Photodissociation of vinyl cyanide at 193 nm: Nascent product distributions of the molecular elimination channels
journal, January 2009

  • Wilhelm, Michael J.; Nikow, Matthew; Letendre, Laura
  • The Journal of Chemical Physics, Vol. 130, Issue 4
  • DOI: 10.1063/1.3065986

Gas Phase Synthesis of (Iso)Quinoline and its role in the Formation of Nucleobases in the Interstellar Medium
journal, April 2015

  • Parker, Dorian S. N.; Kaiser, Ralf. I.; Kostko, Oleg
  • The Astrophysical Journal, Vol. 803, Issue 2
  • DOI: 10.1088/0004-637X/803/2/53

Elementary Reactions of Boron Atoms with Hydrocarbons—Toward the Formation of Organo-Boron Compounds
journal, September 2010

  • Balucani, Nadia; Zhang, Fangtong; Kaiser, Ralf I.
  • Chemical Reviews, Vol. 110, Issue 9
  • DOI: 10.1021/cr900404k