Understanding the Hydrodenitrogenation of Heteroaromatics on a Molecular Level

Mark Bachrach, Tobin Jay Marks*, Justin M Notestein

*Corresponding author for this work

Research output: Contribution to journalReview article

13 Citations (Scopus)

Abstract

The cleavage of recalcitrant C-N linkages in heteroaromatic molecules is a critical component of hydrodenitrogenation (HDN) reactions, the processes by which N atoms are removed from crude fuels. C-N bond cleavage of heteroaromatics with traditional HDN catalysts such as sulfided Ni/Mo-Al2O3 and Ni/W-Al2O3 requires aggressive conditions to hydrogenate the heterocyclic rings and often unnecessarily saturates the carbocyclic rings as part of the C-N cleavage process. In contrast, small-molecule models have illustrated selective hydrogenation of the heterocyclic ring, providing mechanistic insight into HDN processes and inspiring the design of new, more selective HDN catalysts.

Original languageEnglish (US)
Pages (from-to)1455-1476
Number of pages22
JournalACS Catalysis
Volume6
Issue number3
DOIs
StatePublished - Mar 4 2016

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Catalysts
Molecules
Hydrogenation
Atoms

Keywords

  • C-N bond cleavage
  • hydrodenitrogenation
  • hydrotreating
  • organometallic models
  • petroleum refining

ASJC Scopus subject areas

  • Catalysis

Cite this

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title = "Understanding the Hydrodenitrogenation of Heteroaromatics on a Molecular Level",
abstract = "The cleavage of recalcitrant C-N linkages in heteroaromatic molecules is a critical component of hydrodenitrogenation (HDN) reactions, the processes by which N atoms are removed from crude fuels. C-N bond cleavage of heteroaromatics with traditional HDN catalysts such as sulfided Ni/Mo-Al2O3 and Ni/W-Al2O3 requires aggressive conditions to hydrogenate the heterocyclic rings and often unnecessarily saturates the carbocyclic rings as part of the C-N cleavage process. In contrast, small-molecule models have illustrated selective hydrogenation of the heterocyclic ring, providing mechanistic insight into HDN processes and inspiring the design of new, more selective HDN catalysts.",
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Understanding the Hydrodenitrogenation of Heteroaromatics on a Molecular Level. / Bachrach, Mark; Marks, Tobin Jay; Notestein, Justin M.

In: ACS Catalysis, Vol. 6, No. 3, 04.03.2016, p. 1455-1476.

Research output: Contribution to journalReview article

TY - JOUR

T1 - Understanding the Hydrodenitrogenation of Heteroaromatics on a Molecular Level

AU - Bachrach, Mark

AU - Marks, Tobin Jay

AU - Notestein, Justin M

PY - 2016/3/4

Y1 - 2016/3/4

N2 - The cleavage of recalcitrant C-N linkages in heteroaromatic molecules is a critical component of hydrodenitrogenation (HDN) reactions, the processes by which N atoms are removed from crude fuels. C-N bond cleavage of heteroaromatics with traditional HDN catalysts such as sulfided Ni/Mo-Al2O3 and Ni/W-Al2O3 requires aggressive conditions to hydrogenate the heterocyclic rings and often unnecessarily saturates the carbocyclic rings as part of the C-N cleavage process. In contrast, small-molecule models have illustrated selective hydrogenation of the heterocyclic ring, providing mechanistic insight into HDN processes and inspiring the design of new, more selective HDN catalysts.

AB - The cleavage of recalcitrant C-N linkages in heteroaromatic molecules is a critical component of hydrodenitrogenation (HDN) reactions, the processes by which N atoms are removed from crude fuels. C-N bond cleavage of heteroaromatics with traditional HDN catalysts such as sulfided Ni/Mo-Al2O3 and Ni/W-Al2O3 requires aggressive conditions to hydrogenate the heterocyclic rings and often unnecessarily saturates the carbocyclic rings as part of the C-N cleavage process. In contrast, small-molecule models have illustrated selective hydrogenation of the heterocyclic ring, providing mechanistic insight into HDN processes and inspiring the design of new, more selective HDN catalysts.

KW - C-N bond cleavage

KW - hydrodenitrogenation

KW - hydrotreating

KW - organometallic models

KW - petroleum refining

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DO - 10.1021/acscatal.5b02286

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