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ChemComm
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COMMUNICATION
Journal Name
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C. M. Mömming, S. Frömel, G. Kehr, R. Fröhlich, S. Grimme
and G. Erker, J. Am. Chem. Soc., 2009, D1O31I:,110.21023890/-C182C2C8093.369B
(a) A. Greenberg and J. F. Liebman, Strained Organic
intramolecular FLP, but at the same time favours reaction
features that are typically found in intermolecular P/B FLP
systems. The most striking example is the general trans-1,2-
addition to the alkynes employed in this study resulting in the
formation of the unique E-configurated heterocyclic trans-
cyclooctene-type compounds 8a-e. We also note that the
straightforward formation of the oxygenated product 10 from
Compounds, Academic Press, New York, 1978; (b) K. Ziegler
and H. Wilms, Liebigs Ann. Chem., 1950, 567, 1-43; (c) T.
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4298.
4
and triplet dioxygen follows this general trend. A reported
similar oxygenation of an o-phenylene P/B system required the
use of singlet dioxygen.18 Here the typical characteristics of the
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8
(a) A. Rajca, A. Safronov, S. Rajca, C. R. Ross II and J. J.
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system 4, successfully mimicking a chemical reactivity of an
intermolecular P/B pair in an intramolecular P/B FLP
compound allowed for this unique P/B FLP reaction with
molecular dioxygen. The results of our study seem to indicate
that a suitable design of the FLP backbones may open
pathways to novel cooperative reaction behaviour in this area
of chemistry.
Financial support from the Deutsche Forschungsgemeinschaft
and the Alexander von Humboldt-Stiftung (grant to J. Li) is
gratefully acknowledged.
9
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Chem. Int. Ed. Engl., 1995, 34, 809-811; (b) see 8b.
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Conflicts of interest
There are no conflicts to declare.
11 The P-H…H-B separation in compound
5 is 2.107 Å. For a
comparision: (a) F. Schulz, V. Sumerin, S. Heikkinen, B.
Pedersen, C. Wang, M. Atsumi, M. Leskel, T. Repo, P. Pyykkç,
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A. Lough and D. Stephan, Chem. Eur. J., 2011, 17, 6731-6743. 16 (a) S. Bontemps, M. Devillard, S. Mallet-Ladeira, G. Bouhadir,
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4 | J. Name., 2012, 00, 1-3
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