Catalytic Synthesis of Arylisocyanates from Nitroaromatics. A Computational Study

Description:

Article discussing a computational study on the catalytic synthesis of arylisocyanates from nitroaromatics.

Creator(s):
Creation Date: January 10, 2007
Partner(s):
UNT College of Arts and Sciences
Collection(s):
UNT Scholarly Works
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Total Uses: 236
Past 30 days: 4
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Creator (Author):
Kazi, Abul B.

University of Arkansas at Pine Bluff

Creator (Author):
Cundari, Thomas R., 1964-

University of North Texas

Creator (Author):
Baba, Eduard

University of North Texas

Creator (Author):
DeYonker, Nathan J.

University of North Texas

Creator (Author):
Dinescu, Adriana

University of North Texas

Creator (Author):
Spaine, Lloyd

University of North Texas

Publisher Info:
Publisher Name: American Chemical Society
Place of Publication: [Washington, DC]
Date(s):
  • Creation: January 10, 2007
Description:

Article discussing a computational study on the catalytic synthesis of arylisocyanates from nitroaromatics.

Degree:
Department: Chemistry
Note:

Reprinted with permission from Organometallics. Copyright 2007 American Chemical Society.

Note:

Abstract: Several conclusions of interest have emerged from a computational study of copper-catalyzed phenylisocyanate synthesis from nitrobenzene and carbon monoxide. Nitrobenzene complexes coordinate in a κ1-N fashion. With regard to thermodynamics, differences were observed for neutral (amidate, amidinate, β-diketiminate) versus cationic (diimine, NHC) complexes, although discernible trends were less evident for calculated kinetic barriers. The deoxygenation of the nitroso oxygen of the nitrosobenzene complex to form a copper-nitrene intermediate is postulated to be the rate-determining step. For the mechanism assumed in eqs 2 through 5, each step is exothermic. These individual steps are also calculated to possess reasonable kinetic barriers. Hence, copper-based complexes deserve consideration as potential catalysts for the phosgene-free synthesis of arylisocyanates from nitroaromatics.

Physical Description:

5 p.

Language(s):
Subject(s):
Keyword(s): catalytic synthesis | nitroaromatics | copper-catalyzed | phenylisocyanate synthesis
Source: Organometallics, 2007, Washington DC: American Chemical Society, pp. 910-914
Partner:
UNT College of Arts and Sciences
Collection:
UNT Scholarly Works
Identifier:
  • DOI: 10.1021/om060762o |
  • ARK: ark:/67531/metadc77188
Resource Type: Article
Format: Text
Rights:
Access: Public
Citation:
Publication Title: Organometallics
Volume: 26
Page Start: 910
Page End: 914
Pages: 5
Peer Reviewed: Yes