Computational calculations in microwave-assisted organic synthesis (MAOS). Application to cycloaddition reactions

被引：35

作者：

de Cozar, A. ^{[1
]}

Millan, M. C. ^{[1
]}

Cebrian, C. ^{[1
]}

Prieto, P. ^{[1
]}

Diaz-Ortiz, A. ^{[1
]}

de la Hoz, A. ^{[1
]}

Cossio, F. P. ^{[2
]}

机构：

[1] Univ Castilla La Mancha, Dept Organ Chem, E-1307 Ciudad Real, Spain

[2] Kim Fac, San Sebastian 20080, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 05期

关键词：

DIELS-ALDER; PART; 3; IRRADIATION; SOLVENT; CHEMISTRY; SELECTIVITY; ACTIVATION; MOLECULES; CONTINUUM; EXCHANGE;

D O I：

10.1039/b922730j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Computational calculations represent a very useful tool to study separately the occurrence of thermal and non-thermal effects of microwave irradiation through the determination of the thermodynamic and kinetic parameters of the reaction. In this paper, we approach the computational study of two previously reported cycloaddition reactions. All of the outcomes indicate the presence of a thermal effect alone for the microwave irradiation that produces changes in the regioselectivity or in the reaction mechanism.

引用

页码：1000 / 1009

页数：10

共 72 条

[1]

Anastas P.T., 1988, Green Chemistry: Theory and Practice

[2]

Anastas P. T., 1988, GREEN CHEM FRONTIERS

[3] Can "microwave effects" be explained by enhanced diffusion? [J].

Antonio, Christian ;

Deam, Rowan T. .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2007, 9 (23) :2976-2982

[4] Origins of the stereodivergent outcome in the Staudinger reaction between acyl chlorides and imines [J].

Arrieta, A ;

Lecea, B ;

Cossío, FP .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (17) :5869-5876

[5] Solvent-free thermal and microwave-assisted [3+2] cycloadditions between stabilized azomethine ylides and nitrostyrenes.: An experimental and theoretical study [J].

Arrieta, Ana ;

Otaegui, Dorleta ;

Zubia, Aizpea ;

Cossio, Fernando P. ;

Diaz-Ortiz, Angel ;

de la Hoz, Antonio ;

Herrero, M. Antonia ;

Prieto, Pilar ;

Foces-Foces, Concepcion ;

Pizarro, Jose L. ;

Arriortua, Maria I. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (12) :4313-4322

[6] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[7] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].

BECKE, AD .

PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100

[8] THE POSSIBLE ROLE OF THE PREEXPONENTIAL FACTOR IN EXPLAINING THE INCREASED REACTION-RATES OBSERVED DURING THE MICROWAVE SYNTHESIS OF TITANIUM CARBIDE [J].

BINNER, JGP ;

HASSINE, NA ;

CROSS, TE .

JOURNAL OF MATERIALS SCIENCE, 1995, 30 (21) :5389-5393

[9] MICROWAVE-INDUCED ORGANIC-REACTION ENHANCEMENT (MORE) CHEMISTRY - TECHNIQUES FOR RAPID, SAFE AND INEXPENSIVE SYNTHESIS [J].

BOSE, AK ;

MANHAS, MS ;

BANIK, BK ;

ROBB, EW .

RESEARCH ON CHEMICAL INTERMEDIATES, 1994, 20 (01) :1-11

[10] MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].

CADDICK, S .

TETRAHEDRON, 1995, 51 (38) :10403-10432

← 1 2 3 4 5 6 7 8 →