Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration

Odette Concepcion; Akbar Ali; Muhammad Khalid; Alexander F de la Torre; Muhammad Usman Khan; Abdul Rauf Raza; Ghulam Mustafa Kamal; Muhammad Fayyaz Ur Rehman; Mohammed Mujahid Alam; Muhammad Imran; Ataualpa Albert Carmo Braga; Mariano W Pertino

doi:10.1021/acsomega.1c02962

Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration

ACS Omega. 2021 Sep 30;6(40):26016-26025. doi: 10.1021/acsomega.1c02962. eCollection 2021 Oct 12.

Affiliations

¹ Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Concepción, Concepción 4030000, Chile.
² Department of Chemistry, Government College University Faisalabad, Faisalabad-38000, Pakistan.
³ Department of Chemistry, Khwaja Fareed University of Engineering and Information Technology, Rahim Yar Khan 64200, Pakistan.
⁴ Department of Chemistry, University of Okara, Okara 56300, Pakistan.
⁵ Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan.
⁶ Department of Chemistry, Faculty of Science, King Khalid University, P. O. Box 9004, Abha 61413, Saudi Arabia.
⁷ Departamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Avenida Professor LineuPrestes, 748, São Paulo 05508-000, Brazil.
⁸ Institute of Natural Resources Chemistry, Universidad de Talca, Casilla 747, Avenida Lircay, Talca P.C. 3462227, Chile.

Abstract

Compounds having nonlinear optical (NLO) characteristics have been proved to have a significant role in many academic and industrial areas; particularly, their leading role in surface interfaces, solid physics, materials, medicine, chemical dynamics, nuclear science, and biophysics is worth mentioning. In the present study, novel peptoids (1-4) were prepared in good yields via Ugi four-component reaction (Ugi-4CR). In addition to synthetic studies, computational calculations were executed to estimate the molecular electrostatic potential, natural bond orbital (NBO), frontier molecular orbital analysis, and NLO properties. The NBO analysis confirmed the stability of studied systems owing to containing intramolecular hydrogen bonding and hyperconjugative interactions. NLO analysis showed that investigated molecules hold noteworthy NLO response as compared to standard compounds that show potential for technology-related applications.