-
1
-
-
34249658906
-
-
Latovskaya SV, Bespalov VYa, Korobitsyna IK. Zh. Org. Khim. 1974; 10: 2336-2342, [oximes of 2,2,4,4-tetramethyl-cyclopentanone (7), 2,2-dimethyl-1-oxa-spiro[4.5]decan-3-one (8) and 2,2-dimethyl-1-oxa-spiro[4.5] decan-4-one (9)].
-
Latovskaya SV, Bespalov VYa, Korobitsyna IK. Zh. Org. Khim. 1974; 10: 2336-2342, [oximes of 2,2,4,4-tetramethyl-cyclopentanone (7), 2,2-dimethyl-1-oxa-spiro[4.5]decan-3-one (8) and 2,2-dimethyl-1-oxa-spiro[4.5] decan-4-one (9)].
-
-
-
-
2
-
-
34249654510
-
-
2 group, respectively.
-
2 group, respectively.
-
-
-
-
3
-
-
34249696415
-
1H NMR Spectroscopy
-
Ogloblin KA ed, Leningrad University Press: Leningrad, in Russian
-
1H NMR Spectroscopy. In Modern Problems of Organic Chemistry, vol. 4, Ogloblin KA (ed.). Leningrad University Press: Leningrad, 1975; pp. 141-154, (in Russian).
-
(1975)
Modern Problems of Organic Chemistry
, vol.4
, pp. 141-154
-
-
Latovskaya, S.V.1
-
5
-
-
33947447912
-
-
Hennion GF, O'Brien JL. J. Am. Chem. Soc. 1949; 71: 2933-2933.
-
(b) Hennion GF, O'Brien JL. J. Am. Chem. Soc. 1949; 71: 2933-2933.
-
-
-
-
6
-
-
0006986913
-
-
and refs therein
-
Hill RK. J. Org. Chem. 1962; 27: 29-35, and refs therein.
-
(1962)
J. Org. Chem
, vol.27
, pp. 29-35
-
-
Hill, R.K.1
-
8
-
-
0346654498
-
-
2562-2571, and refs therein
-
(b) Grob CA, We J. Helv. Chim. Acta 1974; 57: 2562-2571, 2571-2583, and refs therein.
-
(1974)
Helv. Chim. Acta
, vol.57
, pp. 2571-2583
-
-
Grob, C.A.1
We, J.2
-
9
-
-
34249740112
-
-
Sato T, Inoue T, Yamamoto K. Bull. Chem. Soc. Jpn. 1972; 45: 1176-1179, and refs therein;
-
(a) Sato T, Inoue T, Yamamoto K. Bull. Chem. Soc. Jpn. 1972; 45: 1176-1179, and refs therein;
-
-
-
-
10
-
-
0000507266
-
-
Yates P, Wong J, McLean S. Tetrahedron 1981; 37: 3357-3363, and refs therein;
-
(b) Yates P, Wong J, McLean S. Tetrahedron 1981; 37: 3357-3363, and refs therein;
-
-
-
-
11
-
-
34249664856
-
-
Bartnik R, Ortowska B. Polish J. Chem. 1988; 62: 151-157, and refs therein;
-
(c) Bartnik R, Ortowska B. Polish J. Chem. 1988; 62: 151-157, and refs therein;
-
-
-
-
12
-
-
37049074329
-
-
(d) Suginome H, Ohshima K, Ohue Y, Ohki T, Senboku H. J. Chem. Soc., Perkin Trans. 1 1994; 3239-3250;
-
(1994)
J. Chem. Soc., Perkin Trans. 1
, pp. 3239-3250
-
-
Suginome, H.1
Ohshima, K.2
Ohue, Y.3
Ohki, T.4
Senboku, H.5
-
13
-
-
34249692403
-
-
(For a review on the photochemical E,Z-isomerization of oximes and related systems see Suginome H. In CRC Handbook of Organic Photochemistry and Photobiology, 2nd edn, Horspool W, Lenci F (eds). CRC Press: Boca Raton, PL, 2004; Chapter 94. pp. 94-1-94-55.
-
(e) (For a review on the photochemical E,Z-isomerization of oximes and related systems see Suginome H. In CRC Handbook of Organic Photochemistry and Photobiology, 2nd edn, Horspool W, Lenci F (eds). CRC Press: Boca Raton, PL, 2004; Chapter 94. pp. 94-1-94-55.
-
-
-
-
14
-
-
0034293856
-
-
(a) Stepanenko T, Lapinski L, Sobolewski AL, Nowak MJ, Kierdaszuk B. J. Phys. Chem. A 2000; 104: 9459-9466;
-
(2000)
J. Phys. Chem. A
, vol.104
, pp. 9459-9466
-
-
Stepanenko, T.1
Lapinski, L.2
Sobolewski, A.L.3
Nowak, M.J.4
Kierdaszuk, B.5
-
15
-
-
0037639922
-
-
Lapinski L, Nowak MJ, Kwiatkowski JS, Leszczynski J. Photochem. Photobiol. 2003; 77: 243-252, and refs therein;
-
(b) Lapinski L, Nowak MJ, Kwiatkowski JS, Leszczynski J. Photochem. Photobiol. 2003; 77: 243-252, and refs therein;
-
-
-
-
16
-
-
2342533039
-
-
(c) Lapinski L, Ramaekers R, Kierdaszuk B, Maes G, Nowak MJ. J. Photochem. Photobiol. A 2004; 163: 489-495.
-
(2004)
J. Photochem. Photobiol. A
, vol.163
, pp. 489-495
-
-
Lapinski, L.1
Ramaekers, R.2
Kierdaszuk, B.3
Maes, G.4
Nowak, M.J.5
-
17
-
-
34249731404
-
-
The IR spectroscopic evidence for the direction of these photo-isomerizations was provided in Ref. 8b.
-
The IR spectroscopic evidence for the direction of these photo-isomerizations was provided in Ref. 8b.
-
-
-
-
18
-
-
0036633170
-
-
Ikeda H, Suzue T, Yukawa M, Niiya T, Goto Y. Chem. Pharm. Bull. 2002; 50: 969-971.
-
(2002)
Chem. Pharm. Bull
, vol.50
, pp. 969-971
-
-
Ikeda, H.1
Suzue, T.2
Yukawa, M.3
Niiya, T.4
Goto, Y.5
-
19
-
-
4143050175
-
-
See e.g
-
See e.g., Krstić NM, Bjelaković MS, Dabović MM, Lorenc LB, Pavlovic VD, J. Serb. Chem. Soc. 2004; 69: 413-120.
-
(2004)
J. Serb. Chem. Soc
, vol.69
, pp. 413-120
-
-
Krstić, N.M.1
Bjelaković, M.S.2
Dabović, M.M.3
Lorenc, L.B.4
Pavlovic, V.D.5
-
23
-
-
34249658335
-
-
U.S. Patent 3,756,779
-
(d) Rondeau RE, Fox BL. U.S. Patent 3,756,779 (1973);
-
(1973)
-
-
Rondeau, R.E.1
Fox, B.L.2
-
28
-
-
0032373249
-
-
(c) Mori S, Uchiyama K, Hayashi Y, Narasaka K, Nakamura E. Chem. Lett. 1998; 2: 111-112;
-
(1998)
Chem. Lett
, vol.2
, pp. 111-112
-
-
Mori, S.1
Uchiyama, K.2
Hayashi, Y.3
Narasaka, K.4
Nakamura, E.5
-
32
-
-
11744305193
-
-
Wolinski K, Hilton JF, Pulay P. J. Am. Chem. Soc. 1990; 112: 8251-8260, and refs therein;
-
(a) Wolinski K, Hilton JF, Pulay P. J. Am. Chem. Soc. 1990; 112: 8251-8260, and refs therein;
-
-
-
-
36
-
-
34249664307
-
-
Further details are given in Supplementary Material section of this paper (Table S5).
-
Further details are given in Supplementary Material section of this paper (Table S5).
-
-
-
-
38
-
-
0042260796
-
-
and refs therein
-
(b) Chȩcińska L, Kudzin ZH, Małecka M, Nazarski RB, Okruszek A. Tetrahedron 2003; 59: 7681-7693, and refs therein.
-
(2003)
Tetrahedron
, vol.59
, pp. 7681-7693
-
-
Chȩcińska, L.1
Kudzin, Z.H.2
Małecka, M.3
Nazarski, R.B.4
Okruszek, A.5
-
39
-
-
34249700100
-
-
Optical transmittance T of Pyrex borosilicate and soda-lime window glass is very similar in this UVA range; T= 86% at 353 nm and T= 75% at ∼357 nm for the 5- and 6.35-mm polished plates, respectively Jobling Laboratory Division Catalogue, Stone, Staffordshire, 1972. Garden GK. Characteristics of Window Glass, CBD-60; Institute for Research in Construction, NRC Canada, December 1964, Cautionary Note: Various unexpected photo-processes are possible to proceed under high-light conditions of sunny days by simple exposure of photolabile systems in Pyrex glassware to laboratory daylight
-
Optical transmittance T of Pyrex borosilicate and soda-lime window glass is very similar in this UVA range; T= 86% at 353 nm and T= 75% at ∼357 nm for the 5- and 6.35-mm polished plates, respectively (Jobling Laboratory Division Catalogue, Stone, Staffordshire, 1972. Garden GK. Characteristics of Window Glass, CBD-60; Institute for Research in Construction, NRC Canada, December 1964). Cautionary Note: Various unexpected photo-processes are possible to proceed under high-light conditions of sunny days by simple exposure of photolabile systems in Pyrex glassware to laboratory daylight.
-
-
-
-
41
-
-
37049142723
-
-
Bjørgo J, Boyd DR, Watson CG, Jennings WB. J7. Chem. Soc., Perkin Trans. II 1974; 757-762.
-
(1974)
J7. Chem. Soc., Perkin Trans. II
, pp. 757-762
-
-
Bjørgo, J.1
Boyd, D.R.2
Watson, C.G.3
Jennings, W.B.4
-
44
-
-
34249743571
-
-
6, identical with the reported one.
-
6, identical with the reported one.
-
-
-
-
45
-
-
34249718848
-
-
Bosch A, Brown RK. Can. J. Chem. 1968; 46:715-728, (compounds 3 and 4, i.e., 2-methyl- and 2,2-dimethyl-2H-acenaphthylen-1- one oximes, respectively).
-
Bosch A, Brown RK. Can. J. Chem. 1968; 46:715-728, (compounds 3 and 4, i.e., 2-methyl- and 2,2-dimethyl-2H-acenaphthylen-1- one oximes, respectively).
-
-
-
-
47
-
-
34249691173
-
-
+ could not vary significantly from those observed for the form (E)-1 alone.
-
+ could not vary significantly from those observed for the form (E)-1 alone.
-
-
-
-
49
-
-
34249741477
-
-
Heinisch G, Holzer W. Collect. Czech. Chem. Commun. 1991; 56: 2251-2257, and Refs 1-3 therein.
-
Heinisch G, Holzer W. Collect. Czech. Chem. Commun. 1991; 56: 2251-2257, and Refs 1-3 therein.
-
-
-
-
50
-
-
0017590922
-
-
See e.g
-
(a) See e.g., McInnes AG, Smith DG, Wright JLC, Vining LC, Can. J. Chem. 1977; 55:4159-4165;
-
(1977)
Can. J. Chem
, vol.55
, pp. 4159-4165
-
-
McInnes, A.G.1
Smith, D.G.2
Wright, J.L.C.3
Vining, L.C.4
-
52
-
-
0033973652
-
-
(c) Torrini I, Paglialunga Paradisi M, Pagani Zecchini G, Lucente G, Mastropietro G, Spisani S. J. Peptide Res. 2000; 55: 102-109;
-
(2000)
J. Peptide Res
, vol.55
, pp. 102-109
-
-
Torrini, I.1
Paglialunga Paradisi, M.2
Pagani Zecchini, G.3
Lucente, G.4
Mastropietro, G.5
Spisani, S.6
-
53
-
-
0037391624
-
-
(d) Holzer W, Hahn K, Brehmer T, Claramunt RM, Pérez-Torralbla M. Eur. J. Org. Chem. 2003; 1209-1219;
-
(2003)
Eur. J. Org. Chem
, pp. 1209-1219
-
-
Holzer, W.1
Hahn, K.2
Brehmer, T.3
Claramunt, R.M.4
Pérez-Torralbla, M.5
-
54
-
-
31544432877
-
-
(e) Curtis MP, Bunnelle WH, Pagano TG, Gopalakrishnan M, Faghih R. Synth. Commun. 2006; 36: 321-326.
-
(2006)
Synth. Commun
, vol.36
, pp. 321-326
-
-
Curtis, M.P.1
Bunnelle, W.H.2
Pagano, T.G.3
Gopalakrishnan, M.4
Faghih, R.5
-
55
-
-
34249681956
-
-
6).
-
6).
-
-
-
-
58
-
-
0003422992
-
-
2nd edn, Gaussian, Inc, Pittsburgh, PA 15106, USA, August, Chapter 4, pp
-
Foresman JB, Frisch M. Exploring Chemistry with Electronic Structure Methods, 2nd edn, Gaussian, Inc.: Pittsburgh, PA 15106, USA, August 1996; Chapter 4, pp. 61-90.
-
(1996)
M. Exploring Chemistry with Electronic Structure Methods
, pp. 61-90
-
-
Foresman, J.B.1
Frisch2
-
59
-
-
34249672224
-
-
The diffuse orbitals augmented locally-dense (mixed) basis set (cf. Chesnut DB, Byrd EFC, Chem. Phys. 1996; 213: 153-158, and refs therein) was used for all heteroatoms to take the relatively diffuse nature of unshared electron lone pairs into account; see (a) Sebag AB, Forsyth DA, Plante MA, J. Org. Chem. 2001; 66: 7967-7973, (N atoms);
-
The diffuse orbitals augmented locally-dense (mixed) basis set (cf. Chesnut DB, Byrd EFC, Chem. Phys. 1996; 213: 153-158, and refs therein) was used for all heteroatoms to take the relatively diffuse nature of unshared electron lone pairs into account; see (a) Sebag AB, Forsyth DA, Plante MA, J. Org. Chem. 2001; 66: 7967-7973, (N atoms);
-
-
-
-
61
-
-
34249742031
-
-
exp S than those obtained with an extended basis 6-31(+)G(d,p); (Table S1). Therefore, in all further calculations only the former double-ζ quality basis set was used.
-
exp S than those obtained with an extended basis 6-31(+)G(d,p); (Table S1). Therefore, in all further calculations only the former double-ζ quality basis set was used.
-
-
-
-
64
-
-
34249678329
-
-
i - error) to mathematically define these relations. For details, see note 16 in Ref. 36.
-
i - error) to mathematically define these relations. For details, see note 16 in Ref. 36.
-
-
-
-
66
-
-
34249731945
-
-
CS only, see Figure S2a.
-
CS only, see Figure S2a.
-
-
-
-
67
-
-
34249737929
-
-
An average ZPE/thermal energy scaling factor of 0.983 was arbitrarily chosen for all the DFT-B3LYP calculations, based mainly on the B3LYP/6-31G(d)-derived values: (a) Bauschlicher CW, Jr. Chem. Phys. Lett. 1995; 246: 40-44, 0.980, or 0.989 for the 6-311+G(3df,2p) basis];
-
An average ZPE/thermal energy scaling factor of 0.983 was arbitrarily chosen for all the DFT-B3LYP calculations, based mainly on the B3LYP/6-31G(d)-derived values: (a) Bauschlicher CW, Jr. Chem. Phys. Lett. 1995; 246: 40-44, (0.980) [or 0.989 for the 6-311+G(3df,2p) basis];
-
-
-
-
68
-
-
0030570305
-
-
0.9804
-
(b) Wong MW. Chem. Phys. Lett. 1996; 256: 391-399, (0.9804);
-
(1996)
Chem. Phys. Lett
, vol.256
, pp. 391-399
-
-
Wong, M.W.1
-
71
-
-
34249666553
-
-
32b
-
32b
-
-
-
-
72
-
-
34249745654
-
-
The HF/6-31G(d) distance of 1.553 A reported in Ref. 13b was fully confirmed in our hand, at this level.
-
The HF/6-31G(d) distance of 1.553 A reported in Ref. 13b was fully confirmed in our hand, at this level.
-
-
-
-
74
-
-
85202241689
-
-
J. Struct. Chem. 1986; 27: 317-319.
-
(1986)
Chem
, vol.27
, pp. 317-319
-
-
Struct, J.1
-
78
-
-
0003490590
-
-
Morrill TC ed, VCH Publishers, Inc, New York
-
(d) Chiasson JB, Jankowski K. In Lanthanide Shift Reagents in Stereochemical Analysis, Morrill TC (ed.). VCH Publishers, Inc.: New York, 1986; pp. 19-53.
-
(1986)
Lanthanide Shift Reagents in Stereochemical Analysis
, pp. 19-53
-
-
Chiasson, J.B.1
Jankowski, K.2
-
80
-
-
33747158752
-
-
and refs therein
-
Abraham RJ, Mobli M, Ratti J, Sancassan F, Smith TAD. J. Phys. Org. Chem. 2006; 19: 384-392, and refs therein.
-
(2006)
J. Phys. Org. Chem
, vol.19
, pp. 384-392
-
-
Abraham, R.J.1
Mobli, M.2
Ratti, J.3
Sancassan, F.4
Smith, T.A.D.5
-
82
-
-
34249653468
-
-
Org
-
Org. Synth. 1960; 40: 88-89;
-
(1960)
Synth
, vol.40
, pp. 88-89
-
-
-
83
-
-
34249716666
-
-
13C NMR spectra of starting ketone 2 were similar to those reported previously (Burke PM, Reynolds WF, Tarn JCL, Yates P. Can. J. Chem. 1976; 54: 1449-1453).
-
13C NMR spectra of starting ketone 2 were similar to those reported previously (Burke PM, Reynolds WF, Tarn JCL, Yates P. Can. J. Chem. 1976; 54: 1449-1453).
-
-
-
-
85
-
-
34249721392
-
-
HyperChem® for Windows, Release 4.5, Hypercube, Inc, Waterloo, Ontario, Canada N2L 3X2, May 1995
-
HyperChem® for Windows, Release 4.5, Hypercube, Inc., Waterloo, Ontario, Canada N2L 3X2, May 1995.
-
-
-
-
86
-
-
34249667622
-
-
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA ,Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA. Gaussian 98W, Revision A.9; Gaussian, Inc.: Carnegie Office Park, Bldg. 6, Pittsburgh, PA 15106, USA, 1998.
-
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA ,Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA. Gaussian 98W, Revision A.9; Gaussian, Inc.: Carnegie Office Park, Bldg. 6, Pittsburgh, PA 15106, USA, 1998.
-
-
-
-
90
-
-
34249703942
-
-
PCMODEL V. 8.5, Molecular Modeling Software for Windows Operating System, Apple Macintosh OS, Linux and Unix; Serena Software: Box 3076, Bloomington, IN 47402-3076, USA, August 2003.
-
PCMODEL V. 8.5, Molecular Modeling Software for Windows Operating System, Apple Macintosh OS, Linux and Unix; Serena Software: Box 3076, Bloomington, IN 47402-3076, USA, August 2003.
-
-
-
-
91
-
-
34249666044
-
-
Version Jul 11 2002, Accelrys Inc
-
ViewerLite 5.0, Version Jul 11 2002, Accelrys Inc.; http://www.accelrys. com
-
ViewerLite 5.0
-
-
-
92
-
-
34249705205
-
-
POV-Ray™ for Windows, Version 3.6.1c by Cason, C, Persistence of Vision Raytracer Pty. Ltd, Williamstown, Victoria, Australia, 2004;
-
POV-Ray™ for Windows, Version 3.6.1c by Cason, C.; Persistence of Vision Raytracer Pty. Ltd.: Williamstown, Victoria, Australia, 2004; http://www.povray.org
-
-
-
-
93
-
-
0000584523
-
-
The valence basis set used for this kind of NMR parameter calculations should be of at least triple-zeta quality, as was suggested by Helgaker T, Jaszuński M, Ruud K. Chem. Rev. 1999; 99: 293-352
-
The valence basis set used for this kind of NMR parameter calculations should be of at least triple-zeta quality, as was suggested by Helgaker T, Jaszuński M, Ruud K. Chem. Rev. 1999; 99: 293-352.
-
-
-
|