Journal article icon

Journal article

Selective Activation of the ortho C-F Bond in Pentafluoropyridine by Zerovalent Nickel: Reaction via a Metallophosphorane Intermediate Stabilized by Neighboring Group Assistance from the Pyridyl Nitrogen

Abstract:

Density functional theory is used to explore the origins of the chemoselectivity and regioselectivity of activation of C?F bonds in pentafluoropyridine with [Ni(PR3)2] species. Experimentally, Ni-fluoride species are observed and activation occurs preferentially at the 2-position (i.e., the C?F bond ortho to the pyridyl nitrogen). This is in marked contrast to related platinum reagents, which form Pt-alkyl species featuring fluorophosphine ligands with activation occurring exclusively at the ...

Expand abstract
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1021/om100064z

Authors


Reinhold, M More by this author
Perutz, RN More by this author
Macgregor, SA More by this author
McGrady, JE More by this author
Journal:
ORGANOMETALLICS
Volume:
29
Issue:
7
Pages:
1824-1831
Publication date:
2010-04-12
DOI:
EISSN:
1520-6041
ISSN:
0276-7333
URN:
uuid:693ae27d-5b60-4637-8f58-e1eae70cdf61
Source identifiers:
53352
Local pid:
pubs:53352
Language:
English

Terms of use


Metrics



If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP