Dalton Transactions
Paper
3
15.8 Hz, 1H), 0.93 (tBu JP–H = 15.7 Hz, 27 H) ppm. 13C{1H} 11 C. Lindner, B. Maryasin, F. Richter and H. Zipse, J. Phys.
NMR (75.1 MHz): 30.2 ppm (tBu), Quaternary carbons
unassigned.
Org. Chem., 2010, 23, 1036.
12 X. Zhao and D. W. Stephan, Chem. Commun., 2011, 47, 1833.
13 T. M. Gilbert, Dalton Trans., 2012, 41, 9046.
14 M. Ullrich, K. S.-H. Seto, A. J. Lough and D. W. Stephan,
Chem. Commun., 2009, 2335.
15 W. E. Piers, A. J. V. Marwitz and L. G. Mercier, Inorg. Chem.,
2011, 50, 12252.
16 B. Birkmann, T. Voss, S. J. Geier, M. Ullrich, G. Kehr,
G. Erker and D. W. Stephan, Organometallics, 2010, 29, 5310.
17 R. C. Neu, E. Otten, A. Lough and D. W. Stephan, Chem.
Sci., 2011, 2, 170.
18 M. Ullrich, A. J. Lough and D. W. Stephan, J. Am. Chem.
Soc., 2009, 131, 52.
Synthesis of formatoborates via route B
One equivalent of both Lewis acid and Lewis base were added
to a Schlenk, (precise quantities are listed in Table S4†), before
being dissolved in appropriate solvent. A single drop of formic
acid was then added, before the mixture was stirred for
16 hours, after which the solvent was removed in vacuo.
[PBB–OC(O)–H][H–P(tBu)3]. 19F{1H} NMR (282.5 MHz):
−123.7 (s, 3F), −136.8 (s, 3F), −137.0 (d, J = 24.6 Hz, 3F),
−137.6 (s 3F), −156.0 (t, J = 21.9 Hz, 3F), −156.4 (t, J = 23.7 Hz,
3F), −158.9 (t, J = 22.5 Hz 3F), −164.5 (br. s, 3F), −164.7 (t, J =
28.2 Hz, 3F) ppm; 11B{1H} NMR (96.2 MHz): −0.60 (br) ppm;
19 M. Ullrich, A. J. Lough and D. W. Stephan, Organometallics,
2010, 29, 3647.
1
31P{1H} NMR (121.6 MHz) 61.8 (s) ppm; H NMR (300.3 MHz):
8.02 (formate, s), 4.49 (P–H, 1JP–H = 444.6 Hz), 0.80 (tBu, 3JP–H
=
20 H. Jacobsen, H. Berke, S. Döring, G. Kehr, G. Erker,
R. Frölich and O. Meyer, Organometallics, 1999, 18, 1724.
21 G. C. Welch, R. Prieto, M. A. Dureen, A. J. Lough,
O. A. Labeodan, T. Höltrichter-Rössmann and
D. W. Stephan, Dalton Trans., 2009, 1559.
22 M. H. Hannant, J. A. Wright, S. J. Lancaster, D. L. Hughes,
P. N. Horton and M. Bochmann, Dalton Trans., 2006, 2415.
23 G. C. Welch, L. Cabrera, P. A. Chase, E. Hollink, J. D. Masuda,
P. Wei and D. W. Stephan, Dalton Trans., 2007, 3407.
24 S. Grimme, H. Kruse, L. Goerigk and G. Erker, Angew.
Chem., Int. Ed., 2010, 49, 1402.
15.2 Hz), 13C{1H} NMR (75.1 MHz): 29.1 ppm (tBu), Quaternary
carbons unassigned. Infra-Red: 1681 cm−1 (s) ppm.
[BArCl–OC(O)–H][H–P(tBu)3]. 11B{1H} NMR (96.2 MHz):
3.8 (br) ppm; 31P{1H} NMR (121.6 MHz): 62.0 (s) ppm, 1H NMR
3
(300.3 MHz) 8.08 (s, formate) 1.09 (d, JP–H = 12.2 Hz, P–H)
ppm, infra-red (neat): 1689 cm−1 (s).
Acknowledgements
S.C.B., T.A.Q.A. and J.-C.B. would like to thank SCG Chemicals
for financial support. Thanks to chemical crystallography
(University of Oxford) for use of the diffractometer.
25 J. Klosin, G. R. Roof, E. Y. Chen and K. A. Abboud, Organo-
metallics, 2000, 19, 4684.
26 O. V. Yakubovich and I. V. Perevoznikova, Dokl. Phys., 2002,
47, 791.
27 (a) F. Focante, P. Mercandelli, A. Sironi and L. Resconi,
Coord. Chem. Rev., 2006, 250, 170; (b) M. K. Lahn,
A. Spannenberg and U. Rosenthal, Acta Crystallogr., Sect. E:
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Notes and references
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