Phosphabenzenes as electron withdrawing phosphine ligands in catalysis

被引：29

作者：

DiMauro, EF ^{[1
]}

Kozlowski, MC ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 03期

关键词：

D O I：

10.1039/b101454o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The utility of phosphabenzenes as ligands in late transition metal catalysis is examined. Molecular orbital calculations indicate that phosphabenzenes possess a low lying LUMO permitting pi-back bonding interactions. The resultant electron withdrawing nature of the phosphabenzenes is beneficial for reactions in which reductive elimination steps are rate-limiting. For example, phosphabenzenes were found to function well in nickel catalyzed [4 + 2] cycloadditions.

引用

页码：439 / 444

页数：6

共 41 条

[11]

DIMROTH K, 1964, NEWER METHODS PREP, V3, P357

[12]

Elschenbroich C, 1999, Z NATURFORSCH B, V54, P209

[13]

ELSCHENBROICH C, 1992, ANGEW CHEM INT EDIT, V31, P1343, DOI 10.1002/anie.199213431

[14] METAL-PI-COMPLEXES OF HETEROARENES .3. BIS(ETA-6-PHOSPHABENZENE)VANADIUM - SYNTHESIS, STRUCTURE, REDOX PROPERTIES, AND CONFORMATIONAL FLEXIBILITY [J].

ELSCHENBROICH, C ;

NOWOTNY, M ;

METZ, B ;

MASSA, W ;

GRAULICH, J ;

BIEHLER, K ;

SAUER, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05) :547-550

[15]

ELSHAFIE SMM, 1981, INDIAN J CHEM B, V20, P427

[16]

Frisch M.J., 2016, Gaussian 16 Revision C. 01. 2016, V16, P01

[17] The CH by N replacement effects on the aromaticity and reactivity of phosphinines [J].

Frison, G ;

Sevin, A ;

Avarvari, N ;

Mathey, F ;

Le Floch, P .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (15) :5524-5529

[18] PHOSPHONIUM COMPOUNDS .3. MECHANISM OF HYDROXIDE CLEAVAGE OF TETRAKIS (HYDROXYMETHYL) PHOSPHONIUM CHLORIDE [J].

GRAYSON, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (01) :79-&

[19]

JACOBI H, 1923, LIEBIGS ANN CHEM, V432, P309

[20] THE MOLECULAR-STRUCTURE OF PHOSPHABENZENE - A THEORETICALLY PREDICTED CORRECTION TO THE EXPERIMENTALLY DETERMINED C-C BOND LENGTHS [J].

JONAS, V ;

FRENKING, G .

CHEMICAL PHYSICS LETTERS, 1993, 210 (1-3) :211-215

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