Clean Procedure and DFT Study for the Synthesis of 2-Amino-3-ethoxycarbonyl-4-(aryl)-4H-pyrano-[3,2-c]-chromene-5-ones Derivatives: A Novel Class of Potential Antimicrobial and Antioxidant Agents
Table 1
DFT/B3LYP optimized geometrical parametersa.
Compounds
5c
5d
5e
5a
5b
1-2
1.385
1.383
1.387
1.386
1.386
1-8a
1.349
1.351
1.350
1.350
1.350
2-b
1.200
1.201
1.200
1.200
1.201
2-3
1.462
1.461
1.461
1.461
1.461
3-4
1.358
1.357
1.357
1.357
1.357
1.509
1.504
1.504
1.504
1.505
4-5a
1.444
1.444
1.444
1.444
1.444
1.358
1.357
1.358
1.358
1.358
1.366
1.368
1.368
1.368
1.368
1.370
1.371
1.369
1.370
1.370
1.351
1.348
1.353
1.351
1.351
1.522
1.516
1.517
1.516
1.516
1.460
1.460
1.460
1.460
1.460
1.541
1.529
1.526
1.530
1.528
116.7
116.5
116.4
116.5
116.4
117.5
118.3
117.9
118.0
118.0
119.4
120.0
119.9
120.0
120.0
122.5
122.0
122.2
122.1
122.2
122.5
122.4
122.3
122.3
122.3
113.2
111.1
111.0
111.0
110.9
119.8
119.6
119.6
119.5
119.6
122.0
122.0
121.8
121.9
121.9
109.4
109.8
109.6
109.7
109.7
121.2
120.9
120.7
120.7
120.7
123.2
124.3
124.2
124.3
124.2
114.3
122.2
112.8
112.6
112.8
128.5
128.2
128.5
128.4
128.4
114.8
114.8
114.7
114.7
114.7
124.4
123.7
124.2
124.0
124.1
2.9
1.4
1.8
1.1
1.0
4.6
1.3
1.5
1.4
1.5
−176.3
−177.6
−177.0
−177.1
−177.0
−67.6
−71.5
−73.5
−73.2
−73.4
11.4
11.9
12.8
12.8
12.8
−1.5
0.9
−1.0
−1.0
−1.0
−179.0
−179.5
−179.5
−179.4
−179.4
96.8
96.5
95.4
95.0
94.0
179.0
179.5
179.5
179.4
179.4
1.9
1.6
1.7
1.7
1.6
−14.3
−16.4
−19.5
−18.7
19.4
−9.1
−10.0
−10.8
−10.7
−10.9
9.0
3.7
4.5
4.3
4.5
4.5
3.1
3.6
3.5
3.6
61.7
61.2
59.1
59.2
57.5
−64.9
−62.2
−61.2
−64.1
−65.8
aDistances are in Å and angles in degrees. See Figure 1 for labelling of the atoms.
