A Free-Radical Pathway to Hydrogenated Phenanthrene in Molecular Clouds-Low Temperature Growth of Polycyclic Aromatic Hydrocarbons

Thomas, Aaron M.; Lucas, Michael; Yang, Tao; Kaiser, Ralf I.; Fuentes, Luis; Belisario-Lara, Daniel; Mebel, Alexander M.

doi:10.1002/cphc.201700515

A Free-Radical Pathway to Hydrogenated Phenanthrene in Molecular Clouds-Low Temperature Growth of Polycyclic Aromatic Hydrocarbons

Journal Article · Sun May 28 00:00:00 EDT 2017 · ChemPhysChem

DOI:https://doi.org/10.1002/cphc.201700515· OSTI ID:1602964

^[1]; Lucas, Michael ^[2]; Yang, Tao ^[2]; ^[2]; Fuentes, Luis ^[3]; Belisario-Lara, Daniel ^[3]; ^[3]

Univ. of Hawaii at Manoa, Honolulu, HI (United States); University of Hawaii at Manoa
Univ. of Hawaii at Manoa, Honolulu, HI (United States)
Florida International Univ., Miami, FL (United States)

The hydrogen-abstraction/acetylene-addition mechanism has been fundamental to unravelling the synthesis of polycyclic aromatic hydrocarbons (PAHs) detected in combustion flames and carbonaceous meteorites like Orgueil and Murchison. However, the fundamental reaction pathways accounting for the synthesis of complex PAHs, such as the tricyclic anthracene and phenanthrene along with their dihydrogenated counterparts, remain elusive to date. By investigating the hitherto unknown chemistry of the 1-naphthyl radical with 1,3-butadiene, we reveal a facile barrierless synthesis of dihydrophenanthrene adaptable to low temperatures. Finally, these aryl-type radical additions to conjugated hydrocarbons via resonantly stabilized free-radical intermediates defy conventional wisdom that PAH growth is predominantly a high-temperature phenomenon and thus may represent an overlooked path to PAHs as complex as coronene and corannulene in cold regions of the interstellar medium like in the Taurus Molecular Cloud.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of Hawaii at Manoa, Honolulu, HI (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

Grant/Contract Number:: FG02-03ER15411; FG02-04ER15570

OSTI ID:: 1602964

Alternate ID(s):: OSTI ID: 1533147
OSTI ID: 1373978

Journal Information:: ChemPhysChem, Journal Name: ChemPhysChem Journal Issue: 15 Vol. 18; ISSN 1439-4235

Publisher:: ChemPubSoc EuropeCopyright Statement

Country of Publication:: United States

Language:: English

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