An Efficient Photochemical Route Towards Triplet Ethynylphosphinidene, HCCP
Corresponding Author
Dr. Arun-Libertsen Lawzer
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorDr. Thomas Custer
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorProf. Dr. Jean-Claude Guillemin
Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR 6226, 35000 Rennes, France
Search for more papers by this authorProf. Dr. Robert Kołos
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorCorresponding Author
Dr. Arun-Libertsen Lawzer
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorDr. Thomas Custer
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorProf. Dr. Jean-Claude Guillemin
Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR 6226, 35000 Rennes, France
Search for more papers by this authorProf. Dr. Robert Kołos
Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Search for more papers by this authorAbstract
While the archetypal free phosphinidene, H-P, has been studied for over a century, reports on uncomplexed, univalent phosphorus compounds are very sparse. Here we demonstrate production of HCCP in solid argon through the UV-induced rearrangement and subsequent dehydrogenation of phosphapropyne, CH3CP. Migration of H atoms along the CCP backbone of CH3CP resulted in production of the previously unobserved species 1-phosphapropadiene, CH2=C=PH, followed by ethynylphosphine, HCCPH2.
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References
- 1
- 1aH. Aktaş, J. C. Slootweg, K. Lammertsma, Angew. Chem. Int. Ed. 2010, 49, 2102–2113; Angew. Chem. 2010, 122, 2148–2159;
- 1bA. H. Cowley, Acc. Chem. Res. 1997, 30, 445–451.
- 2J. Rostas, D. Cossart, J. R. Bastien, Can. J. Phys. 1974, 52, 1274–1287.
- 3N. Basco, K. K. Yee, Chem. Commun. 1968, 152–153.
- 4I. K. Ahmad, H. Ozeki, S. Saito, J. Chem. Phys. 1997, 107, 1301–1307.
- 5X. Li, S. I. Weissman, T.-S. Lin, P. P. Gaspar, A. H. Cowley, A. I. Smirnov, J. Am. Chem. Soc. 1994, 116, 7899–7900.
- 6A. Mardyukov, D. Niedek, P. R. Schreiner, J. Am. Chem. Soc. 2017, 139, 5019–5022.
- 7G. Bucher, M. L. G. Borst, A. W. Ehlers, K. Lammertsma, S. Ceola, M. Huber, D. Grote, W. Sander, Angew. Chem. Int. Ed. 2005, 44, 3289–3293; Angew. Chem. 2005, 117, 3353–3357.
- 8J. Glatthaar, G. Maier, Angew. Chem. Int. Ed. 2004, 43, 1294–1296; Angew. Chem. 2004, 116, 1314–1317.
- 9L. Liu, D. A. Ruiz, D. Munz, G. Bertrand, Chem. 2016, 1, 147–153.
- 10M. Guellin, J. Cernicharo, Astron. Astrophys. 1991, 244, L21.
- 11D. T. Halfen, D. J. Clouthier, L. M. Ziurys, Astrophys. J. 2008, 677, L101–L104.
- 12
- 12aT. J. Millar, Astron. Astrophys. 1991, 242, 241–246;
- 12bS. B. Charnley, T. J. Millar, Mon. Not. R. Astron. Soc. 1994, 270, 570–574.
- 13
- 13aB. Hajgató, T. Veszprémi, M. T. Nguyen, Phys. Chem. Chem. Phys. 2001, 3, 895–900;
- 13bG.-Q. Shao, W.-H. Fang, Chem. Phys. Lett. 1998, 290, 193–198;
- 13cB. H. Boo, Z. Liu, S. Y. Lee, J. Mol. Struct. THEOCHEM 2001, 536, 123–132.
- 14
- 14aY. Endo, Y. Ohshima, J. Chem. Phys. 1993, 98, 6618–6623;
- 14bR. A. Bernheim, R. J. Kempf, P. W. Humer, P. S. Skell, J. Chem. Phys. 1964, 41, 1156–1157.
- 15E. T. Seidl, H. F. Schaefer III, J. Chem. Phys. 1992, 96, 4449–4452.
- 16M. E. Jacox, J. Mol. Spectrosc. 1978, 71, 369–385.
- 17J.-C. Guillemin, T. Janati, P. Guenot, P. Savignac, J.-M. Denis, Angew. Chem. Int. Ed. Engl. 1991, 30, 196–198; Angew. Chem. 1991, 103, 191–193.
- 18J.-C. Guillemin, T. Janati, J.-M. Denis, J. Chem. Soc. Chem. Commun. 1992, 415–416.
- 19J.-C. Guillemin, P. Savignac, J.-M. Denis, Inorg. Chem. 1991, 30, 2170–2173.
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