2005
DOI: 10.1016/j.molstruc.2005.01.058
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New N′-alkylidene/cycloalkylidene derivatives of 5-methyl-3-phenyl-1H-indole-2-carbohydrazide: synthesis, crystal structure, and quantum mechanical calculations

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Cited by 21 publications
(5 citation statements)
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“…The indole heterocyclic ring systems are nearly planar; the dihedral angles between the best planes of the pyrrole and the phenyl rings, which are both planar as expected, are 0.4(4)° and 4.5(4)° for molecule A and B, respectively. These values are comparable with those of N ′‐[(1E)‐1‐methylpropylidene]‐5‐methyl‐3‐phenyl‐ 1H ‐indole‐2‐carbohydrazide [1.89°] and N ′‐cylopentylidene‐5‐methyl‐3‐phenyl‐ 1H ‐indole‐2‐carbohydrazide [0.81°] [19].…”
Section: Resultssupporting
confidence: 72%
“…The indole heterocyclic ring systems are nearly planar; the dihedral angles between the best planes of the pyrrole and the phenyl rings, which are both planar as expected, are 0.4(4)° and 4.5(4)° for molecule A and B, respectively. These values are comparable with those of N ′‐[(1E)‐1‐methylpropylidene]‐5‐methyl‐3‐phenyl‐ 1H ‐indole‐2‐carbohydrazide [1.89°] and N ′‐cylopentylidene‐5‐methyl‐3‐phenyl‐ 1H ‐indole‐2‐carbohydrazide [0.81°] [19].…”
Section: Resultssupporting
confidence: 72%
“…The stretching vibration of the typical amide C=O group was observed between 1661-1687 cm -1 , as expected [15,16]. In addition, the expected ring closure for 4-thiazolidinon ring of compounds 3 and 4 is supported by the appearance of the second strong C=O stretching bands at 1694-1727 cm -1 [17,18].…”
supporting
confidence: 80%
“…The remaining spirodecane protons resonated at about δ 0.81-2.10 ppm together with the alkyl substituents on the spiroheterocycle. Peaks associated with the indole subunit were observed in the expected regions 20 . m/z 448) confirmed their molecular weights.…”
Section: Resultsmentioning
confidence: 93%
“…m/z 448) confirmed their molecular weights. The molecules fragmented via loss of m/z 74 or m/z 88 fragments or rupture of the exocyclic CO-NH bond which afforded the base peaks (2d: m/z 422; 3c: m/z 234) 13,20 . A proposed mass fragmentation route of 2d and 3c recorded employing APCI in the positive ionization mode is depicted in Scheme 2.…”
Section: Resultsmentioning
confidence: 99%