-
1
-
-
0001329712
-
-
Patai, S., Rappoport, Z., Eds.; Wiley: Chichester
-
(a) Bassindale, A. R.; Taylor, P. G. In The Chemistry of Organic Silicon Compounds: Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, 1989; Part 2, pp 893-963.
-
(1989)
The Chemistry of Organic Silicon Compounds
, Issue.PART 2
, pp. 893-963
-
-
Bassindale, A.R.1
Taylor, P.G.2
-
2
-
-
0008681322
-
-
Rappoport, Z., Apeloig, Y., Eds.; Wiley: Chichester
-
(b) Siehl, H.-U.; Müller, T. In The Chemistry of Organic Silicon Compounds; Rappoport, Z., Apeloig, Y., Eds.; Wiley: Chichester, 1989; Vol. 2, pp 595-701.
-
(1989)
The Chemistry of Organic Silicon Compounds
, vol.2
, pp. 595-701
-
-
Siehl, H.-U.1
Müller, T.2
-
5
-
-
0032900270
-
-
(e) Lambert, J. B.; Zhao, Y.; Emblidge, R. W.; Salvador, L. A.; Liu, X.; So, J.-H.; Chelius, E. C. Acc. Chem. Res. 1999, 32, 183-190.
-
(1999)
Acc. Chem. Res.
, vol.32
, pp. 183-190
-
-
Lambert, J.B.1
Zhao, Y.2
Emblidge, R.W.3
Salvador, L.A.4
Liu, X.5
So, J.-H.6
Chelius, E.C.7
-
7
-
-
23744515196
-
-
(g) Müller, T.; Margraf, D.; Syha, Y. J. Am. Chem. Soc. 2005, 127, 10852-10860.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 10852-10860
-
-
Müller, T.1
Margraf, D.2
Syha, Y.3
-
8
-
-
0000602888
-
-
(a) Lambert, J. B.; Wang, G.; Teramura, D. H. J. Org. Chem. 1988, 53, 5422-5428.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 5422-5428
-
-
Lambert, J.B.1
Wang, G.2
Teramura, D.H.3
-
9
-
-
0000378082
-
-
(b) Nguyen, K. A.; Gordon, M. S.; Wang, G.; Lambert, J. B. Organometallics 1991, 10, 2798-2803.
-
(1991)
Organometallics
, vol.10
, pp. 2798-2803
-
-
Nguyen, K.A.1
Gordon, M.S.2
Wang, G.3
Lambert, J.B.4
-
12
-
-
0007299231
-
-
(a) Shimizu, N.; Kinoshita, C.; Osajima, E.; Hayakawa, F.; Tsuno, Y. Bull. Chem. Soc. Jpn. 1991, 64, 3280-3288.
-
(1991)
Bull. Chem. Soc. Jpn.
, vol.64
, pp. 3280-3288
-
-
Shimizu, N.1
Kinoshita, C.2
Osajima, E.3
Hayakawa, F.4
Tsuno, Y.5
-
13
-
-
33749512541
-
-
(b) Shimizu, N.; Watanabe, S.; Hayakawa, F.; Yasuhara, S.; Tsuno, Y.; Inazu, T. Bull. Chem. Soc. Jpn. 1994, 67, 500-504.
-
(1994)
Bull. Chem. Soc. Jpn.
, vol.67
, pp. 500-504
-
-
Shimizu, N.1
Watanabe, S.2
Hayakawa, F.3
Yasuhara, S.4
Tsuno, Y.5
Inazu, T.6
-
14
-
-
33749524522
-
-
Shimizu, N.; Hayakawa, F.; Tsuno, Y. Bull. Chem. Soc. Jpn. 1992, 65, 959-964.
-
(1992)
Bull. Chem. Soc. Jpn.
, vol.65
, pp. 959-964
-
-
Shimizu, N.1
Hayakawa, F.2
Tsuno, Y.3
-
15
-
-
0000506691
-
-
(a) Lambert, J. B.; Salvador, L. A.; So, J.-H. Organometallics 1993, 12, 697-703.
-
(1993)
Organometallics
, vol.12
, pp. 697-703
-
-
Lambert, J.B.1
Salvador, L.A.2
So, J.-H.3
-
19
-
-
0001415773
-
-
(b) Block, E.; Yencha, A. J.; Aslam, M.; Eswarakrishnan, V.; Luo, J.; Sano, A. J. Am. Chem. Soc. 1988, 110, 4748-4753.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 4748-4753
-
-
Block, E.1
Yencha, A.J.2
Aslam, M.3
Eswarakrishnan, V.4
Luo, J.5
Sano, A.6
-
20
-
-
0003120494
-
-
(c) Bock, H.; Meuret, J.; Stein, U. J. Organomet. Chem. 1990, 398, 65-77.
-
(1990)
J. Organomet. Chem.
, vol.398
, pp. 65-77
-
-
Bock, H.1
Meuret, J.2
Stein, U.3
-
22
-
-
0025367226
-
-
(e) Yoshida, J.; Maekawa, T.; Murata, T.; Matsunaga, S.; Isoe, S. J. Am. Chem. Soc. 1990, 112, 1962-1970.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 1962-1970
-
-
Yoshida, J.1
Maekawa, T.2
Murata, T.3
Matsunaga, S.4
Isoe, S.5
-
24
-
-
0009198346
-
-
(g) Yoshida, J.; Tsujishima, H.; Nakuno, K.; Isoe, S. Inorg. Chim. Acta 1994, 220, 129-135.
-
(1994)
Inorg. Chim. Acta
, vol.220
, pp. 129-135
-
-
Yoshida, J.1
Tsujishima, H.2
Nakuno, K.3
Isoe, S.4
-
26
-
-
0001293013
-
-
(a) Glass, R. S.; Radspinner, A. M.; Singh, W. P. J. Am. Chem. Soc. 1992, 114, 4921-4923.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 4921-4923
-
-
Glass, R.S.1
Radspinner, A.M.2
Singh, W.P.3
-
27
-
-
0030874732
-
-
(b) Glass, R. S.; Guo, Q.; Liu, Y. Tetrahedron 1997, 53, 12273-12286.
-
(1997)
Tetrahedron
, vol.53
, pp. 12273-12286
-
-
Glass, R.S.1
Guo, Q.2
Liu, Y.3
-
28
-
-
0034756737
-
-
(c) Li, H.; Nishiwaki, K.; Itami, K.; Yoshida, J. Bull. Chem. Soc. Jpn. 2001, 74, 1717-1725.
-
(2001)
Bull. Chem. Soc. Jpn.
, vol.74
, pp. 1717-1725
-
-
Li, H.1
Nishiwaki, K.2
Itami, K.3
Yoshida, J.4
-
29
-
-
33749509508
-
-
note
-
The reason for the greater effectiveness of a C-Sn σ-MO than C-Si σ-MO is a better energy match of orbital energies and consequent greater interaction. That is, the HOMO ionization energy for sulfur 3p lone pair orbitals in thioethers is much lower than that of oxygen and nitrogen lone pair orbitals in ethers and amines. Consequently, while a C-Si σ-MO is a good energy match for an oxygen or nitrogen lone pair orbital, the lower energy C-Sn σ-MO is a better energy match for a sulfur or selenium lone pair HOMO than a C-Si σ-MO.
-
-
-
-
31
-
-
33749510184
-
-
note
-
18 for 2,2- bis(trimethylsilyl)-1,3-dithia-2-silacyclopent-4-ene.
-
-
-
-
32
-
-
0001661473
-
-
Mochida, K.; Itani, A.; Yokoyama, M.; Tsuchiya, T.; Worley, S. D.; Kochi, J. K. Bull. Chem. Soc. Jpn. 1985, 58, 2149-2150.
-
(1985)
Bull. Chem. Soc. Jpn.
, vol.58
, pp. 2149-2150
-
-
Mochida, K.1
Itani, A.2
Yokoyama, M.3
Tsuchiya, T.4
Worley, S.D.5
Kochi, J.K.6
-
33
-
-
84981890322
-
-
Bock, H.; Ensslin, W. Angew. Chem., Int. Ed. Engl. 1971, 10, 404-405.
-
(1971)
Angew. Chem., Int. Ed. Engl.
, vol.10
, pp. 404-405
-
-
Bock, H.1
Ensslin, W.2
-
34
-
-
0001580762
-
-
Patai, S., Rappoport, Z., Eds.; Wiley: Chichester. UK
-
Bock, H.; Solouki, B. In The Chemistry of Organic Silicon Compounds: Patai, S., Rappoport, Z., Eds.; Wiley: Chichester. UK, 1989: Part 1, pp 555-563.
-
(1989)
The Chemistry of Organic Silicon Compounds
, Issue.PART 1
, pp. 555-563
-
-
Bock, H.1
Solouki, B.2
-
35
-
-
84981893979
-
-
(a) Bock, H.; Wagner, G. Angew. Chem., Int. Ed. Engl. 1972, 111, 150-151.
-
(1972)
Angew. Chem., Int. Ed. Engl.
, vol.111
, pp. 150-151
-
-
Bock, H.1
Wagner, G.2
-
38
-
-
0011610103
-
-
Glass, R. S.; Wilson, G. S.; Coleman, B. R.; Setzer, W. N.; Prabhu, U. D. G. Adv. Chem. Ser. 1982, 201, 417-441.
-
(1982)
Adv. Chem. Ser.
, vol.201
, pp. 417-441
-
-
Glass, R.S.1
Wilson, G.S.2
Coleman, B.R.3
Setzer, W.N.4
Prabhu, U.D.G.5
-
39
-
-
33749520392
-
-
Trofimov, B. A.; Mel'dev, U. Kh.; Pikver, R. I.; Vyalykh, E. P. Theor. Exp. Chem. (Engl.) 1975, 11, 129-135.
-
(1975)
Theor. Exp. Chem. (Engl.)
, vol.11
, pp. 129-135
-
-
Trofimov, B.A.1
Kh, M.U.2
Pikver, R.I.3
Vyalykh, E.P.4
-
42
-
-
0343787877
-
-
For use of photoelectron spectroscopy to probe the interaction of Si-Si σ-MOs with adjacent π-systems in tetrasila[2.2]paracyclophane, see: Gleiter, R.; Schäfer, W.; Krennrich, G.; Sakurai, H. J. Am. Chem. Soc. 1988, 110, 4117-4120.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 4117-4120
-
-
Gleiter, R.1
Schäfer, W.2
Krennrich, G.3
Sakurai, H.4
-
43
-
-
33749528702
-
-
note
-
Since the time scale for PES ionization is much shorter than that for electrochemical oxidation, the correlation breaks down when there is significant molecular reorganization on removal of an electron. See ref 22 for examples.
-
-
-
-
44
-
-
33845185253
-
-
(a) Glass, R. S.; Andruski, S. W.; Broeker, J. L.; Firouzabadi, H.; Steffen, L. K.; Wilson, G. S. J. Am. Chem. Soc. 1989, 111, 4036-4045.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 4036-4045
-
-
Glass, R.S.1
Andruski, S.W.2
Broeker, J.L.3
Firouzabadi, H.4
Steffen, L.K.5
Wilson, G.S.6
-
45
-
-
0034737991
-
-
(b) Block, E.; Birringer, M.; DeOrazio, R.; Fabian, J.; Glass, R. S.; Guo, C.; He, C.; Lorance, E.; Qian, Q.; Schroeder, T. B.; Shan, Z.; Thiruvazhi, M.; Wilson, G. S.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 5052-5064.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 5052-5064
-
-
Block, E.1
Birringer, M.2
Deorazio, R.3
Fabian, J.4
Glass, R.S.5
Guo, C.6
He, C.7
Lorance, E.8
Qian, Q.9
Schroeder, T.B.10
Shan, Z.11
Thiruvazhi, M.12
Wilson, G.S.13
Zhang, X.14
-
46
-
-
33749523322
-
-
accepted for publication
-
Block, E.; Dikarev, E. V.; Glass, R. S.; Jin, J.; Li, B.; Li, X.; Zhang, S.-Z. J. Am. Chem. Soc., accepted for publication.
-
J. Am. Chem. Soc.
-
-
Block, E.1
Dikarev, E.V.2
Glass, R.S.3
Jin, J.4
Li, B.5
Li, X.6
Zhang, S.-Z.7
-
47
-
-
33749525614
-
-
note
-
2-S bond with the 3p lone pair orbital on the back sulfur atom drawn.
-
-
-
-
48
-
-
84985649732
-
-
The four-membered ring in 3,3-dimethyl-2,2,4,4-tetraphenyl-1,3- thiasiletane is also planar: Strohmann, C. Chem. Ber. 1995, 128, 167-172.
-
(1995)
Chem. Ber.
, vol.128
, pp. 167-172
-
-
Strohmann, C.1
-
49
-
-
33749516242
-
-
note
-
15b,16,27 In general, a linear correlation between the two measurements for the compounds reported in this paper has been found (manuscript in preparation).
-
-
-
-
50
-
-
0010336394
-
-
Frey, J. E.; Aiello, T.; Beaman, D. N.; Hutson, H.; Lang, S. R.; Puckett, J. J. J. Org. Chem. 1995, 60, 2891-2901.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 2891-2901
-
-
Frey, J.E.1
Aiello, T.2
Beaman, D.N.3
Hutson, H.4
Lang, S.R.5
Puckett, J.J.6
-
52
-
-
33749527486
-
-
Traven, V. F.; Rokitskaya, V. T.; Rodin, O. G.; Shvets, V. F.; Redchenko, V. V.; Voronkov, M. G.; Kirpichenko, S. V.; Suslova, E. N. Dokl. Akad. Nauk SSSR 1986, 288, 1160-1163.
-
(1986)
Dokl. Akad. Nauk SSSR
, vol.288
, pp. 1160-1163
-
-
Traven, V.F.1
Rokitskaya, V.T.2
Rodin, O.G.3
Shvets, V.F.4
Redchenko, V.V.5
Voronkov, M.G.6
Kirpichenko, S.V.7
Suslova, E.N.8
-
53
-
-
33749520920
-
-
note
-
Nevertheless, direct comparison between 2a and 5a must be viewed with caution because of other differences in orbital interactions. For example, in 2a, the two Si-Si σ-orbitals in the Si-Si-Si moiety combine to form π-like orbitals.
-
-
-
-
54
-
-
0000108321
-
-
Setzer, W. N.; Coleman, B. R.; Wilson, G. S.; Glass, R. S. Tetrahedron 1981, 37, 2743-2747.
-
(1981)
Tetrahedron
, vol.37
, pp. 2743-2747
-
-
Setzer, W.N.1
Coleman, B.R.2
Wilson, G.S.3
Glass, R.S.4
-
55
-
-
0003507442
-
-
Glass, R. S., Ed.; VCH: Weinheim, Germany
-
Setzer, W. N.; Glass, R. S. In Conformational Analysis of Medium-Sized Sulfur-Containing Heterocycles; Glass, R. S., Ed.; VCH: Weinheim, Germany, 1988; pp 151-179.
-
(1988)
Conformational Analysis of Medium-Sized Sulfur-Containing Heterocycles
, pp. 151-179
-
-
Setzer, W.N.1
Glass, R.S.2
-
57
-
-
33749509136
-
-
note
-
16,31 The PES and fitting parameters of 6a are given in the Supporting Information. The ionization at 8.82 eV also seen in its PES is silicon-based as shown by intensity changes on going from He I to He II ionization sources.
-
-
-
-
58
-
-
33749530167
-
-
Rodin, O. G.; Traven, V. F.; Suslova, E. N.; Voronkov, M. G. J. Mol. Struct. 1992, 262, 1-5.
-
(1992)
J. Mol. Struct.
, vol.262
, pp. 1-5
-
-
Rodin, O.G.1
Traven, V.F.2
Suslova, E.N.3
Voronkov, M.G.4
-
60
-
-
3142532690
-
-
Gonbeau, D.; Loudet, M.; Pfister-Guillouzo, G. Tetrahedron 1980, 36, 381-391.
-
(1980)
Tetrahedron
, vol.36
, pp. 381-391
-
-
Gonbeau, D.1
Loudet, M.2
Pfister-Guillouzo, G.3
-
62
-
-
33749510025
-
-
note
-
45
-
-
-
-
65
-
-
0001218722
-
-
(c) Koizumi, T.; Fuchigami, T.; Nonaka, T. Bull. Chem. Soc. Jpn. 1989, 62, 219-225.
-
(1989)
Bull. Chem. Soc. Jpn.
, vol.62
, pp. 219-225
-
-
Koizumi, T.1
Fuchigami, T.2
Nonaka, T.3
-
67
-
-
0001563403
-
-
(b) Narasaka, K.; Arai, N.; Okauchi, T. Bull. Chem. Soc. Jpn. 1993, 66, 2995-3003.
-
(1993)
Bull. Chem. Soc. Jpn.
, vol.66
, pp. 2995-3003
-
-
Narasaka, K.1
Arai, N.2
Okauchi, T.3
-
68
-
-
0001594849
-
-
(a) Hasegawa, E.; Brumfeld, M. A.; Mariano, P. S. J. Org. Chem. 1988, 53, 5435-5442.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 5435-5442
-
-
Hasegawa, E.1
Brumfeld, M.A.2
Mariano, P.S.3
-
69
-
-
0001604281
-
-
(b) Yoon, U.-C.; Kim, H.-J.; Mariano, P. S. Heterocycles 1989, 29, 1041-1044.
-
(1989)
Heterocycles
, vol.29
, pp. 1041-1044
-
-
Yoon, U.-C.1
Kim, H.-J.2
Mariano, P.S.3
-
70
-
-
0001469576
-
-
(c) Yoon, U.-C.; Kim, Y. C.; Choi, J. J.; Kim, D. U.; Mariano, P. S.; Cho, I.-S.; Jeon, Y. T. J. Org. Chem. 1992, 57, 1422-1428.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 1422-1428
-
-
Yoon, U.-C.1
Kim, Y.C.2
Choi, J.J.3
Kim, D.U.4
Mariano, P.S.5
Cho, I.-S.6
Jeon, Y.T.7
-
71
-
-
37049071499
-
-
(a) Yoshida, J.; Itoh, M.; Isoe, S. J. Chem. Soc., Chem. Commun. 1993, 547-549.
-
(1993)
J. Chem. Soc., Chem. Commun.
, pp. 547-549
-
-
Yoshida, J.1
Itoh, M.2
Isoe, S.3
-
72
-
-
37049076348
-
-
(b) Yoshida, J.; Itoh, M.; Morita, Y.; Isoe, S. J. Chem. Soc., Chem. Commun. 1994, 549-551.
-
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 549-551
-
-
Yoshida, J.1
Itoh, M.2
Morita, Y.3
Isoe, S.4
-
74
-
-
0002079088
-
-
Ikeno, T.; Harada, M.; Arai, N.; Narasaka, K. Chem. Lett. 1997, 169-170.
-
(1997)
Chem. Lett.
, pp. 169-170
-
-
Ikeno, T.1
Harada, M.2
Arai, N.3
Narasaka, K.4
-
75
-
-
0003855158
-
-
Almqvist & Wiksells: Uppsala, Sweden
-
Siegbahn, K.; Nordling, C.; Fahlman, A.; Nordberg, R.; Hamrin, K. ESCA: Atomic, Molecular and Solid State Structure Studied by Means of Electron Spectroscopy; Almqvist & Wiksells: Uppsala, Sweden, 1967.
-
(1967)
ESCA: Atomic, Molecular and Solid State Structure Studied by Means of Electron Spectroscopy
-
-
Siegbahn, K.1
Nordling, C.2
Fahlman, A.3
Nordberg, R.4
Hamrin, K.5
-
76
-
-
36549099019
-
-
Lichtenberger, D. L.; Kellogg, G. E.; Kristofzski, J. G.; Page, D.; Turner, S.; Klinger, G.; Lorenzen, J. Rev. Sci. Instrum. 1986, 57, 2366.
-
(1986)
Rev. Sci. Instrum.
, vol.57
, pp. 2366
-
-
Lichtenberger, D.L.1
Kellogg, G.E.2
Kristofzski, J.G.3
Page, D.4
Turner, S.5
Klinger, G.6
Lorenzen, J.7
-
81
-
-
33749522463
-
-
note
-
23 for 5a are comparable, and second, the experimentally determined and computed ionization energies for 2a.b, 5a, 7a, and 8a are correlated.
-
-
-
-
82
-
-
0038435850
-
-
Swiss Center for Scientific Computing: Manno, Switzerland
-
(a) Flükiger, P.; Lūthi, H. P.; Portmann, S.; Weber, J.; MOLEKEL 4.3; Swiss Center for Scientific Computing: Manno, Switzerland, 2000-2002.
-
(2000)
MOLEKEL 4.3
-
-
Flükiger, P.1
Luthi, H.P.2
Portmann, S.3
Weber, J.4
-
84
-
-
0344236180
-
-
Senthilkumar, K.; Grozema, F. C.; Bickelhaupt, F. M.; Siebbeles, L. D. A. J. Chem. Phys. 2003, 119, 9809-9817.
-
(2003)
J. Chem. Phys.
, vol.119
, pp. 9809-9817
-
-
Senthilkumar, K.1
Grozema, F.C.2
Bickelhaupt, F.M.3
Siebbeles, L.D.A.4
-
85
-
-
32044434004
-
-
(a) Janczyk, A.; Lichtenberger, D. L.; Ziurys, L. M. J. Am. Chem. Soc. 2006, 128, 1109-1118.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 1109-1118
-
-
Janczyk, A.1
Lichtenberger, D.L.2
Ziurys, L.M.3
-
86
-
-
30944436529
-
-
(b) Cotton, F. A.; Donahue, J. P.; Gruhn, N. E.; Lichtenberger, D. L.; Murillo, C. A.; Timmons, D. J.; Van Dorn, L. O.; Wang, X. P. Inorg. Chem. 2006, 45, 201-213.
-
(2006)
Inorg. Chem.
, vol.45
, pp. 201-213
-
-
Cotton, F.A.1
Donahue, J.P.2
Gruhn, N.E.3
Lichtenberger, D.L.4
Murillo, C.A.5
Timmons, D.J.6
Van Dorn, L.O.7
Wang, X.P.8
-
87
-
-
33646363769
-
-
(c) Rajapakshe, A.; Paz-Sandoval, M. A.; Gutierrez, J. A.; Navarro-Clemente, J. E.; Saavedra, P. A.; Gruhn, N. E.; Lichtenberger, D. L. Organometallics 2006, 25, 1914-1923.
-
(2006)
Organometallics
, vol.25
, pp. 1914-1923
-
-
Rajapakshe, A.1
Paz-Sandoval, M.A.2
Gutierrez, J.A.3
Navarro-Clemente, J.E.4
Saavedra, P.A.5
Gruhn, N.E.6
Lichtenberger, D.L.7
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