Facile synthesis of N- (4-bromophenyl)-1-(3-bromothiophen-2-yl)methanimine derivatives via Suzuki cross-coupling reaction: their characterization and DFT studies

被引：17

作者：

Rizwan, Komal ^{[1
,2
]}

Rasool, Nasir ^{[1
]}

Rehman, Ravya ^{[1
]}

Mahmood, Tariq ^{[3
]}

Ayub, Khurshid ^{[3
]}

Rasheed, Tahir ^{[4
]}

Ahmad, Gulraiz ^{[1
]}

Malik, Ayesha ^{[1
]}

Khan, Shakeel Ahmad ^{[1
]}

Akhtar, Muhammad Nadeem ^{[5
]}

Alitheen, Noorjahan Banu ^{[6
]}

Aziz, Muhammad Nazirul Mubin ^{[6
]}

机构：

[1] Govt Coll Univ, Dept Chem, Faisalabad 38000, Pakistan

[2] Govt Coll Women Univ, Dept Chem, Faisalabad, Pakistan

[3] COMSATS Inst Informat Technol, Dept Chem, Univ Rd, Abbottabad 22060, Pakistan

[4] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, State Key Lab Met Matrix Composites, 800 Dongchuan Rd, Shanghai 200240, Peoples R China

[5] Univ Malaysia Pahang, Fac Ind Sci & Technol, Kuantan 26300, Pahang, Malaysia

[6] Univ Putra Malaysia, Deparment Cell & Mol Biol, Fac Biotechnol & Biomol Sci, Serdang 43400, Darulehsan, Malaysia

来源：

CHEMISTRY CENTRAL JOURNAL | 2018年 / 12卷

关键词：

Imines; Thiophene; Suzuki coupling; Density functional theory; Computational; Reactivity; SCHIFF-BASE; COMPLEXES; ELECTROPHILICITY;

D O I：

10.1186/s13065-018-0451-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A variety of imine derivatives have been synthesized via Suzuki cross coupling of N-(4-bromophenyl)-1-(3-bromothiophen-2-yl)methanimine with various arylboronic acids in moderate to good yields (58-72%). A wide range of electron donating and withdrawing functional groups were well tolerated in reaction conditions. To explore the structural properties, Density functional theory (DFT) investigations on all synthesized molecules (3a-3i) were performed. Conceptual DFT reactivity descriptors and molecular electrostatic potential analyses were performed by using B3LYP/6-31G(d,p) method to explore the reactivity and reacting sites of all derivatives (3a-3i).

引用

页数：9

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