(Supplementary materials)
Table: 1 Synthetic and analytical data of (1), (2) and (3)
C*
Reactants
(a) Al(OPri)3
(b) HONC9H6
Nature of
the Product
(1)
(a)2.34g,11.45mmol
(b)1.66g,11.43mmol
(2)
(a)1.41g, 6.90mmol
(b)2.00g,13.77mmol
(3)
(a)1.33g,6.51mmol
(b)2.84g,19.65mmol
Fluorescent
green
powder
Fluorescent
green
powder
Fluorescent
green
powder
Mol.
ratio
Yield
%
in g
Analysis % found (cal.) in g
Lib.
PriOH
OPri
Al
C
H
N
Sublimation
temp.
Under
reduced
pressure
1:1
99.09
0.69
(0.68)
0.23
(0.24)
8.98
(9.34)
62.11
(62.24)
6.82
(6.90)
5.10
(4.83)
65° C
1:2
98.83
0.82
(0.83)
0.20
(0.20)
7.01
(7.42)
66.95
(67.32)
4.56
(5.08)
7.6
(7.40)
80° C
1:3
98.66
1.15
(1.17)
-
5.69
(5.88)
69.85
(70.58)
4.0
(3.92)
8.83
(9.10)
280° C
C* = compound
Table: 2 Fragmented molecular ion m/e values of (1), (2) and (3)
Complexes
Fragmented ions
m/e
values
(1)
[(OC3H7 )2Alµ(OC3H7 )2Al(OC9H6N)(OC9H6N)]+
[(OC3H7 )2 Alµ(OC3H7 )2Al(OC9H6N)(OC4N)]+
[(OC3H7 )2 Alµ(OC3H7 )2Al(OC9H6N)(OC2N)]+
[(OC3H7 )2 Alµ(OC3H7 )2Al (OC8H6N)(ON)]+
[(OC3H7 ) (OC3H7 ) Alµ(OC3H7 )2Al (O)2]+
[(OC3H7 )(OH4 )Alµ(OC3H7 )2Al (O)2]+
[(OC2H7 )(OH3 )Alµ(OC3H7 )2Al(O)2]+
[(O2H6 )Alµ(OC3H7 )2Al(O)2]+
[Alµ(OC3H7 )2Al(O)2]+
578
511
487
451
321
283
255
227
205
(2)
[(O2C18H12N2)Alµ(OC3H7)2Al(O2C18H11N2)]+
[(O2C18H12N2)Alµ(OC3H7 )2Al(O2C12H7N2)]+
[(O2C18H12N2)Alµ(OC3H7)2Al(O2C7H2)]+
[(O2C13H4N2)Alµ(OC3H7)2Al(O2C7H2)]+
[(O2C8H4N2)Alµ(OC3H7)2Al(O2C7H2)]+
[(O2C4)Alµ(OC3H7 )2Al(O2C3)]+
[(O2C2)Alµ(OC3H7 )2Al(O2C2)]+
[(O2 C)Alµ(OC3H7 )2Al(O2C)]+
[(O)Alµ(OC3H7 )2Al(O2C)]+
[(O)Alµ(OC3H7 )2Al(O)]+
747
672
579
511
451
321
285
261
233
205
[Al(OC9H6N)(OC9H6N)(OC9H6N)3] +
[Al(OC9H6N)( OC9H6N)(OC3H5N)]+
[Al(OC9H6N)( OC9H6N)]+
[Al(OC9H6N)( C9H6)] +
[Al(OC9H6N)( C7H2)] +
[Al(OC9H4N)( C6)]+
459
382
315
285
257
242
( 3)
1
Table 3- IR Spectral data (cm-1) of (1),(2) and (3)
Isopropoxy
moiety
νC-O
Compound
qAl(OPri)2
1000s
q2Al(OPri)
1005s
Alq3
1000s
8-hydroxyquinoline moiety
νO-H
νAr-O
-
νC-H
νC=C/νC=N
3048 w
1603s/1560s
1125m
ν Al-N
ν Al-O
νAl-O-Al
590m
645m
755w
-
3047 w
1600s/1564s
1122m
590m
646m
755w
-
3046 w
1604s/1565s
1130m
590m
646m
755w
s = strong, m = medium, w = weak
Table: 4 1H NMR spectral data (δ ppm) of (1), (2) and (3)
10
6
4
3
7
Isopropoxy moiety
8
N
1
OH
8-hydroxyquinoline moiety
CH(2)
CH(7)
OH
Compound
CH3
9
2
-OCH<
Other aromatic protons
qAl(OPri)2
1.30-1.48 d
(12H)
4.00-4.25
(2H)sept
8.22,d(1H)
8.80,d(1H)
-
7.05-7.53,m(4H)
q2Al(OPri)
1.11-1.33,d
(6H)
4.05-4.29
(H)sept
8.31,d(2H)
8.86,d(2H)
-
7.06-7.53,m(8H)
-
8.30,d(3H)
8.86d(3H)
-
7.05-7.53,m(12H)
Alq3
-
; s = singlet; d = doublet; m = multiplet; sept. = septet
Table: 5 13 C and 27 Al NMR Spectral data (δ ppm) of (1), (2) and (3)
Compound
5
4
10
6
3
27
7
Isopropoxy moiety
CH3
-OCH<
2
8
Ligand moiety (8-hydroxyquinoline)
C (8)
C (2)
C(9)
9
Al NMR
N
OH
Other aromatic carbans
qAl(OPri)2
25.31-27.95
63.10-66.07
159.00
144.85
144.25
111.96,112.83,113.63,121.58,
129.31,130.83,131.48, 139.47,
Broad signal at
75.5 ,30.1
q2Al(OPri)
26.10-27.95
64.69-66.02
158.99
144.5
142.27
-
159.01
144.86
142.29
111.78,112.42,113.63, 121.01,
129.31,130.92, 131.38, 139.31
111.66,112.41,113.63, 121.69,
129.31,130.99,131.37 ,139.61,
Broad signal at
69.99, 26.5
Broad signal at
70.12, 29.88
Alq3
-
2