Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies

Usman Nazeer; Nasir Rasool; Aqsa Mujahid; Asim Mansha; Muhammad Zubair; Naveen Kosar; Tariq Mahmood; Ali Raza Shah; Syed Adnan Ali Shah; Zainul Amiruddin Zakaria; Muhammad Nadeem Akhtar

doi:10.3390/molecules25153521

Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies

Usman Nazeer, Nasir Rasool^*, Aqsa Mujahid, Asim Mansha, Muhammad Zubair, Naveen Kosar, Tariq Mahmood, Ali Raza Shah, Syed Adnan Ali Shah, Zainul Amiruddin Zakaria^*, Muhammad Nadeem Akhtar

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

In the present study, 2-bromo-4-chlorophenyl-2-bromobutanoate (3) was synthesized via the reaction of 2-bromo-4-chlorophenol with 2-bromobutanoyl bromide in the presence of pyridine. A variety of 2-bromo-4-chlorophenyl-2-bromobutanoate derivatives (5a–f) were synthesized with moderate to good yields via a Pd-catalyzed Suzuki cross-coupling reaction. To find out the reactivity and electronic properties of the compounds, Frontier molecular orbital analysis, non-linear optical properties, and molecular electrostatic potential studies were performed.

Original language	English
Article number	3521
Journal	Molecules
Volume	25
Issue number	15
DOIs	https://doi.org/10.3390/molecules25153521
State	Published - Aug 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 by the authors. Licensee MDPI, Basel, Switzerland.

Keywords

Frontier molecular orbital analysis
Molecular electrostatic potential
Non-linear optical properties
Suzuki cross coupling

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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Nazeer, U., Rasool, N., Mujahid, A., Mansha, A., Zubair, M., Kosar, N., Mahmood, T., Shah, A. R., Shah, S. A. A., Zakaria, Z. A., & Akhtar, M. N. (2020). Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies. Molecules, 25(15), Article 3521. https://doi.org/10.3390/molecules25153521

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title = "Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies",

abstract = "In the present study, 2-bromo-4-chlorophenyl-2-bromobutanoate (3) was synthesized via the reaction of 2-bromo-4-chlorophenol with 2-bromobutanoyl bromide in the presence of pyridine. A variety of 2-bromo-4-chlorophenyl-2-bromobutanoate derivatives (5a–f) were synthesized with moderate to good yields via a Pd-catalyzed Suzuki cross-coupling reaction. To find out the reactivity and electronic properties of the compounds, Frontier molecular orbital analysis, non-linear optical properties, and molecular electrostatic potential studies were performed.",

keywords = "Frontier molecular orbital analysis, Molecular electrostatic potential, Non-linear optical properties, Suzuki cross coupling",

author = "Usman Nazeer and Nasir Rasool and Aqsa Mujahid and Asim Mansha and Muhammad Zubair and Naveen Kosar and Tariq Mahmood and Shah, \{Ali Raza\} and Shah, \{Syed Adnan Ali\} and Zakaria, \{Zainul Amiruddin\} and Akhtar, \{Muhammad Nadeem\}",

note = "Publisher Copyright: {\textcopyright} 2020 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2020",

month = aug,

doi = "10.3390/molecules25153521",

language = "English",

volume = "25",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "15",

}

Nazeer, U, Rasool, N, Mujahid, A, Mansha, A, Zubair, M, Kosar, N, Mahmood, T, Shah, AR, Shah, SAA, Zakaria, ZA & Akhtar, MN 2020, 'Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies', Molecules, vol. 25, no. 15, 3521. https://doi.org/10.3390/molecules25153521

TY - JOUR

T1 - Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies

AU - Nazeer, Usman

AU - Rasool, Nasir

AU - Mujahid, Aqsa

AU - Mansha, Asim

AU - Zubair, Muhammad

AU - Kosar, Naveen

AU - Mahmood, Tariq

AU - Shah, Ali Raza

AU - Shah, Syed Adnan Ali

AU - Zakaria, Zainul Amiruddin

AU - Akhtar, Muhammad Nadeem

PY - 2020/8

Y1 - 2020/8

N2 - In the present study, 2-bromo-4-chlorophenyl-2-bromobutanoate (3) was synthesized via the reaction of 2-bromo-4-chlorophenol with 2-bromobutanoyl bromide in the presence of pyridine. A variety of 2-bromo-4-chlorophenyl-2-bromobutanoate derivatives (5a–f) were synthesized with moderate to good yields via a Pd-catalyzed Suzuki cross-coupling reaction. To find out the reactivity and electronic properties of the compounds, Frontier molecular orbital analysis, non-linear optical properties, and molecular electrostatic potential studies were performed.

AB - In the present study, 2-bromo-4-chlorophenyl-2-bromobutanoate (3) was synthesized via the reaction of 2-bromo-4-chlorophenol with 2-bromobutanoyl bromide in the presence of pyridine. A variety of 2-bromo-4-chlorophenyl-2-bromobutanoate derivatives (5a–f) were synthesized with moderate to good yields via a Pd-catalyzed Suzuki cross-coupling reaction. To find out the reactivity and electronic properties of the compounds, Frontier molecular orbital analysis, non-linear optical properties, and molecular electrostatic potential studies were performed.

KW - Frontier molecular orbital analysis

KW - Molecular electrostatic potential

KW - Non-linear optical properties

KW - Suzuki cross coupling

UR - https://www.scopus.com/pages/publications/85089132739

U2 - 10.3390/molecules25153521

DO - 10.3390/molecules25153521

M3 - Article

C2 - 32752125

AN - SCOPUS:85089132739

SN - 1420-3049

VL - 25

JO - Molecules

JF - Molecules

IS - 15

M1 - 3521

ER -

Selective Arylation of 2-Bromo-4-chlorophenyl-2-bromobutanoate via a Pd-catalyzed suzuki cross-coupling reaction and its electronic and non-linear optical (NLO) properties via DFT studies

Abstract

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Keywords

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