| Original language | English |
|---|---|
| Pages (from-to) | 1191-1192 |
| Number of pages | 2 |
| Journal | Chemical Communications (London) |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 1967 |
ASJC Scopus subject areas
- Chemistry(all)
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Phosphorus-31 chemical shifts of some air-sensitive phosphinemethylenes. / Grim, Samuel O.; McFarlane, William; Marks, Tobin J.
In: Chemical Communications (London), No. 22, 1967, p. 1191-1192.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - Phosphorus-31 chemical shifts of some air-sensitive phosphinemethylenes
AU - Grim, Samuel O.
AU - McFarlane, William
AU - Marks, Tobin J.
N1 - Funding Information: The slightly exceptional behaviour of the cyclo- pentyl compound is not understood at present. TABLE 31P Chemical shifts of [Ph,PR]Br and their correspondiqy ylids R methyl . . ethyl . . n-propyl . . n-butyl . . n-hexyl . . 2-propyl . . 3-pentyl . . 3-hexyl . . cyclopent yl cyclohexyl . . 2-butyl . . < (P*P.m.) - 22.7 - 26.2 - 24.1 - 24.0 - 24.4 - 30.9 - 30.2 - 30.1 - 30.3 - 30.7 - 26.6 aylid (P.P-nl.) - 20.3 - 14.6 - 12.2 - 12.6 - 12.2 - 11.3 - 10.5 - 10.9 - 10.7 - 4.8 - 6.4 sylid- sealt + 2.4 + 11-6 +11*9 + 11.4 + 12.2 + 19.6 + 19.7 + 19.2 + 19.6 + 25.9 + 20.2 These results are to be contrasted with the air- stable ylids, whose 31P chemical shifts are only slightly different from those of their respective phosphonium salts.1 Therefore, as one expects, the air-sensitive ylids shield phosphorus better than those ylids which have the negative charge somewhat delocalized. We thank the National Science Foundation for support of this work and for an Undergraduate Research Participation Award (T. J.M.) . (Received, October loth, 1967; Corn. 1085.) 1 A. W. Johnson, “Ylid Chemistry”, Academic Press, 1966, pp. 76-79. E. J. Corey and M. Chaykovsky, J . Amer. Chem. Soc., 1962,84,866. S. 0. Grim, W. McFarlane, E. F. Davidoff, and T. J. Marks, J . Plzys. Chem., 1966,70, 581. Copyright: Copyright 2007 Elsevier B.V., All rights reserved.
PY - 1967
Y1 - 1967
UR - http://www.scopus.com/inward/record.url?scp=37049133697&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=37049133697&partnerID=8YFLogxK
U2 - 10.1039/C19670001191
DO - 10.1039/C19670001191
M3 - Article
AN - SCOPUS:37049133697
SP - 1191
EP - 1192
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
IS - 22
ER -