Silicon
https://doi.org/10.1007/s12633-017-9747-2
ORIGINAL PAPER
Evaluation of the Optical and Structural Properties of Constructed
Bis-indole Derivatives Using (Sm
2
O
3
/SiO
2
) Catalyst
Tamer K. Khatab
1
· A. M. Abdelghany
2
· N. Shaker
3
· Yasmen Osama
3
· E. M. Kandil
3
Received: 1 December 2017 / Accepted: 26 December 2017
© Springer Science+Business Media B.V., part of Springer Nature 2018
Abstract
(SiO
2
/Sm
2
O
3
) was successfully synthesized and examined using scanning electron microscopy; X-ray diffraction and
Fourier transform infrared spectroscopy. Obtained data shows the formation of crystalline phase superimposed over the
silicate amorphous matrix. The synthesized catalyst was used for eco-friendly synthesis of bis-indole derivatives. Two
moles of indole and different aromatic aldehyde were mixed and heterocyclic aldehydes have been adopted in-expensive,
recyclable, easily prepared and nontoxic catalyst (SiO
2
/Sm
2
O
3
) under solvent free conditions. The chemical structures of
the synthesized compounds have been introduced and correlated with UV/vis. optical absorption spectra in combination with
(HOMO-LUMO) through experimental spectrophotometric data in both direct-indirect transitions and that obtained based
of density functional theory (DFT).
Keywords Indole · Aldehydes · Sm
2
O
3
· Silica · DFT
1 Introduction
Catalytic heterogeneous organic synthesis using solid cat-
alysts during the last ten years was considered as one
of the important modern synthetic techniques [1, 2].
Silica-based resources play an important role in heteroge-
neous catalytic reactions and have a lot of applications.
Bis(indolyl)methanes (BIMs) are widely existing in vari-
ous terrestrial and sea origin bioactive metabolites [3, 4]
and have an effective role as important intermediates in
synthetic organic and medicinal chemistry [5]. BIMs show
various physiological and pharmacological activities, for
example, it act as antibacterial, antiangiogenic [6], antimi-
crobial, antifungal [7], antibiotic [8], cytotoxic [9], radical
Tamer K. Khatab
tamer khatab@hotmail.com
1
Organometallic-Organometalloid Chemistry Department,
Chemical Industries Research Division, National Research
Centre, 33 El-Behouth St., Dokki, 12622, Cairo, Egypt
2
Spectroscopy Department, Physics Division, National
Research Centre, 33 El-Behouth St., Dokki, 12622,
Cairo, Egypt
3
Chemistry Department, Faculty of Science,
Mansoura University, Mansoura, Egypt
scavenging [10], antimetastatic [11–13], growth promoting
[14], anti-inflammatory and analgesic [15]. Also there are
several medicinal chemistry applications of BIMs such as
the treatment of chronic fatigue, fibromyalgia, and irrita-
ble bowel syndrome [16, 17], they can promote healthy
estrogen metabolism in human as dietary supplements [18],
and also have an important role in avoidance of cancer
[19, 20]. They have an effective role in laser technologies
and fluorescent materials for visualization of biomolecules
[21]. Synthesis of BIMs derivatives by condensation of
indole with a variety of aromatic aldehydes in the pres-
ence of different catalysts and reagents has been reported
[22]. Few years ago, there were several catalysts which have
been used in this reaction such as, pentafluorophenylam-
moniumtriflate [23], RuCl
3
·3H
2
O[24], PEG-SO
3
H[25],
sodium lauryl ether sulfate [26], montmorillonite K10 clay
[27], sodium p-toluene sulfonate [28], NaHSO
4
· SiO
2
[29],
LiClO
4
[30], Cu
1.5
PMo
12
O
40
[31]. Although these catalysts
are useful but they have many disadvantages for example,
expensive and need long, so we are in need of new catalysts
that overcome these disadvantages. Presented study aims
to introduce an eco-friendly route for catalytic synthesis of
BIMs. Herein, we use Sm
2
O
3
/SiO
2
as a catalyst, which has
several advantages. In addition, chemical structures of the
synthesized compounds have been correlated with (HOMO-
LUMO) obtained from UV/vis. optical absorption data in