Summary.
We report the synthesis, FTIR, Raman and NMR spectroscopic features of bis(triphenylphosphine)iminium and tetrabutylammonium thiosaccharinates, PNP(tsac) and NBu 4 (tsac) (tsac: thiosaccharinate anion, PNP: bis(triphenylphosphine)iminium). The molecular structure of the former compound was determined by X-ray diffraction methods. The salt crystallizes in the monoclinic P21/n space group with a = 9.6481(9), b = 29.258(3), c = 13.177(2) Å, β = 97.53(1)°, and Z = 4 molecules per unit cell. Slight but significant changes in the bonding structure of the thiosaccharinate anion as compared with those reported for the neutral molecule are observed.
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M Penavić G Jovanoski O Grupče (1990) Acta Crystallogr C46 2341
M Penavić O Grupče G Jovanovski (1991) Acta Crystallogr C47 1821
EJ Baran OE Piro J Zinczuk (2006) Z Anorg Allg Chemie 632 437 Occurrence Handle10.1002/zaac.200500391 Occurrence Handle1:CAS:528:DC%2BD28XitVymtrY%3D
J Binev C Petkov L Pejov (2000) Spectrochim Acta Part A 56 1949 Occurrence Handle10.1016/S1386-1425(00)00255-9
MM Branda NJ Castellani SH Tarulli OV Quinzani EJ Baran RH Contreras (2002) Int J Quant Chem 89 525 Occurrence Handle10.1002/qua.10308 Occurrence Handle1:CAS:528:DC%2BD38XntFant7c%3D
G Jovanovski A Cahil O Grupče L Pejov (2006) J Mol Struct 784 7 Occurrence Handle10.1016/j.molstruc.2005.04.019 Occurrence Handle1:CAS:528:DC%2BD28XhvFOht7o%3D
SH Tarulli OV Quinzani OE Piro EJ Baran (2002) Z Anorg Allg Chem 628 751 Occurrence Handle10.1002/1521-3749(200205)628:4<751::AID-ZAAC751>3.0.CO;2-Y Occurrence Handle1:CAS:528:DC%2BD38XjtlOmsrY%3D
SH Tarulli OV Quinzani OE Piro EE Castellano EJ Baran (2006) J Mol Struct 797 56 Occurrence Handle10.1016/j.molstruc.2006.03.008 Occurrence Handle1:CAS:528:DC%2BD28Xps1ajsbo%3D
Dennehy M, Quinzani OV, Jennings M (2007) J Mol Struct doi: 10.1016/j.molstruc.2006.11.071
SH Tarulli OV Quinzani EJ Baran OE Piro EE Castellano (2003) J Mol Struct 656 161 Occurrence Handle10.1016/S0022-2860(03)00334-X Occurrence Handle1:CAS:528:DC%2BD3sXmsVGqtrk%3D
DF Mullica SL Gipson M Su EL Sappenfield (1995) Polyhedron 14 2215 Occurrence Handle10.1016/0277-5387(94)00499-5 Occurrence Handle1:CAS:528:DyaK2MXnslWnsbg%3D
RJH Clark CD Flint AJ Hempleman (1987) Spectrochim Acta 43A 805 Occurrence Handle1:CAS:528:DyaL2sXltVGht7c%3D
J Mink I Pápai M Gál PL Goggin (1989) Pure Appl Chem 61 973 Occurrence Handle1:CAS:528:DyaL1MXkvVKnsLw%3D
SH Tarulli OV Quinzani OE Piro EJ Baran EE Castellano (2001) Monatsh Chem 132 779 Occurrence Handle1:CAS:528:DC%2BD3MXms1Sgu7w%3D
SH Tarulli OV Quinzani OE Piro EJ Baran EE Castellano (2003) Z Anorg Allg Chem 629 1975 Occurrence Handle10.1002/zaac.200300201 Occurrence Handle1:CAS:528:DC%2BD3sXos1Sktbc%3D
O Grupče M Penavić G Jovanovski (1994) J Chem Crystallog 24 581 Occurrence Handle10.1007/BF01671670
M Vieytes D Gambino M González H Cerecetto SH Tarulli OV Quinzani EJ Baran (2006) J Coord Chem 59 102
S Stoyanov T Stoyanova I Antonov P Karagiannidis P Akrivos (1996) Monatsh Chem 127 495 Occurrence Handle1:CAS:528:DyaK28Xmslansbs%3D Occurrence Handle10.1007/BF00807074
S Stoyanov T Stoyanova P Akrivos (1998) Trends Appl Spectrosc 2 89 Occurrence Handle1:CAS:528:DC%2BD3cXisFWlsLc%3D
Johnson CK (1976) ORTEP-II, A Fortran Thermal-Ellipsoid Plot Program, Report ORNL-5318, Oak Ridge National Laboratory, Tennessee, USA
S Hoppe JL Stark KH Whitmire (1997) Acta Crystallogr C53 68 Occurrence Handle1:CAS:528:DyaK2sXhtFOlsrs%3D
I Guzei JS Dougan PM Treichel (2001) Acta Crystallogr C57 1060 Occurrence Handle1:CAS:528:DC%2BD3MXms1Crs7c%3D
A Vogel (1978) Textbook of Practical Organic Chemistry Longman Group Ltd London
S Schibye BS Pedersen SO Lawesson (1978) Bull Soc Chim Belges 87 229 Occurrence Handle10.1002/bscb.19780870311
CAD4 Express Software (1994) Enraf-Nonius, Delft, The Netherlands
K Harms S Wocadlo (1995) XCAD4-CAD4 Data Reduction University of Marburg, Marburg Germany
AL Spek (1998) PLATON, A Multipurpose Crystallographic Tool Utrecht University, Utrecht The Netherlands
Sheldrick GM (1997) SHELXS-97, Program for Crystal Structure Resolution, University of Göttingen, Göttingen, Germany
Sheldrick GM (1997) SHELXL-97, Program for Crystal Structures Analysis, University of Göttingen, Göttingen, Germany
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Dennehy, M., Quinzani, O., Mandolesi, S. et al. Synthesis and Spectroscopic Characterization of Two New Thiosaccharinate Salts. Molecular Structure of Bis(triphenylphosphine)iminium thiosaccharinate, PNP(tsac). Monatsh. Chem. 138, 669–675 (2007). https://doi.org/10.1007/s00706-007-0648-8
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DOI: https://doi.org/10.1007/s00706-007-0648-8