Supporting Information
Cage Like Al-KIT-5 Mesoporous Materials For C-C Bond Formation Reactions Under
Solvent Free Conditions
Pranjal K. Baruaha *, Prantu Dutta a, Pranjal Kalitab*
a
Gauhati University, GUIST, Department of Applied Sciences, Guwahati- 781014, Assam, India
Email: pranjal@gauhati.ac.in
b
The Energy and Resources Institute, Energy Environment Technology Division, Darbari Seth
Block, India Habitat Centre, Lodhi Road, New Delhi- 110 003, India
Email: Pranjal.Kalita@teri.res.in
The representative NMR data for both Mukaiyama-aldol and Michael reactions are compared
with the literatures and given in supporting information [1].
Table 5, Entry 1; Methyl 3-hydroxy-2,2-dimethyl-3-(4-nitrophenyl) propanoate: Pale yellow
solid, mp. 112-114 ºC (petroleum ether: ethyl acetate = 4:1)1H NMR (300 MHz, CDCl3)  8.14
(d, J = 8.7 Hz, 2H), 7.46 (d, J= 8.7 Hz, 2H), 4.97 (d, J = 4.2 Hz, 1H), 3.69 (s, 3H), 3.49 (d, J =
4.2 Hz, 1H), 1.10 (s, 3H), 1.08 (s, 3H); 13C NMR (75 MHz, CDCl3)  177.8, 147.5, 147.4, 128.6,
122.9, 77.7, 52.4, 47.7, 22.7, 19.2.
Table 5, Entry 2; 3-Hydroxy-3-(4-nitrophenyl)-1-phenylpropan-1-one: Pale yellow solid,
mp. 112-114ºC (petroleum ether: ethyl acetate = 3:1),1H NMR (300 MHz, CDCl3) 8.25 (d, J =
8.7 Hz, 2H), 7.94 (d, J = 8.2 MHz, 2H), 7.64-7.59 (m, 3H), 7.51-7.45 (m, 2H), 5.51-5.39 (m,
1H), 3.84 (d, J = 2.9 Hz, 1H), 3.40-3.37 (m, 2H);
C NMR (75 MHz, CDCl3)  199.5, 150.3,
13
147.3, 136.2, 134.1, 128.8, 128.3, 126.6, 123.8, 69.1, 46.9.
Table 5, Entry 4; Methyl 3-hydroxy-3-(4-methoxyphenyl)-2, 2-dimethylpropanoate: White
solid; mp. 79-80 ºC (petroleum ether: ethyl acetate = 3:1), 1H NMR (400 MHz, CDCl3)  7.19
(d, J = 8.6 Hz, 2H), 6.83 (d, J = 8.6 Hz, 2H), 4.82 (s, 1H), 3.78 (s, 3H), 3.68 (s, 3H), 3.23 (bs,
1H), 1.11 (s, 3H), 1.06 (s, 3H);
13
C NMR (100 MHz, CDCl3)  178.5, 159.3, 132.4, 128.9,
113.3, 78.5, 55.4, 52.3, 48.0, 23.1, 19.2.
Table 5, Entry 6; Methyl 2,2-dimethyl-5-oxo-3,5-diphenylpentanoate: White solid, mp. 88-89
ºC (petroleum ether: ethyl acetate = 20:1)1H NMR (300 MHz, CDCl3) 7.89 (d, J = 7.2 Hz, 2H),
7.53-7.45 (m, 1H), 7.45-7.40 (m, 2H), 7.27-7.18 (m, 5H), 3.80 (dd, J1 = 10.2 Hz, J2 = 3.6 Hz,
1H),3.67-3.58 (m, 4H), 3.27 (dd,J1 = 16.8 Hz, J2 = 3.3 Hz, 1H), 1.22 (s, 3H), 1.15 (s, 3H);13C
NMR (75 MHz, CDCl3) 198.3, 177.7, 140.0, 137.0, 132.9, 129.3, 128.5, 127.9, 127.8, 126.8,
51.8, 47.8, 46.1, 39.9, 24.8, 21.6.
Table 5, Entry 7; 1,3,5-Triphenylpentane-1,5-dione: White solid, mp. 83-85 ºC (petroleum
ether: ethyl acetate = 20:1)1H NMR (400 MHz, CDCl3) 7.89 (m, 4H), 7.57-7.52 (m, 2H), 7.477.43 (m, 4H), 7.29-7.26 (m, 4H),7.22-7.18 (m, 1H), 4.09-4.03 (m, 1H), 3.50 (dd, J1 = 16.7, J2 =
7.1, 2H), 3.36 (dd, J1 = 16.7, J2 = 7.0, 2H); 13C NMR (100 MHz, CDCl3) 198.6, 143.8, 136.9,
133.0, 128.6, 128.5, 128.1, 127.4, 126.7, 44.9, 37.2.
References:
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(c) Fujisawa H, Nakagawa T, Mukaiyama T (2004) Adv Synth Catal 346:1241
(d) Li WDZ, Zhang XX (2002) Org Lett 4:3485
(e) Mukaiyama T, Nakagawa T, Fujisawa H (2003) Chem Lett 32:56
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236
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