Reactivity of a Phosphaalkyne with Pentaarylboroles

被引：38

作者：

Barnard, Jonathan H. ^{[1
]}

Yruegas, Sam ^{[1
]}

Couchman, Shannon A. ^{[2
]}

Wilson, David J. D. ^{[2
]}

Dutton, Jason L. ^{[2
]}

Martin, Caleb D. ^{[1
]}

机构：

[1] Baylor Univ, Dept Chem & Biochem, One Bear Pl 97348, Waco, TX 76798 USA

[2] La Trobe Univ, La Trobe Inst Mol Sci, Dept Chem & Phys, Melbourne, Vic 3086, Australia

来源：

ORGANOMETALLICS | 2016年 / 35卷 / 07期

关键词：

RING EXPANSION; FREE BOROLES; PENTAPHENYLBOROLE; ANTIAROMATICITY; COORDINATION; HETEROCYCLES; PHOSPHINES; ACTIVATION; SYSTEM; AZIDES;

D O I：

10.1021/acs.organomet.6b00123

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of pentaarylboroles with 1-adamantylphosphaalkyne led to the formation of unique 1-phospha-6-boratricyclo-hept-3enes. A rational mechanism for this transformation is proposed and supported by DFT calculations.

引用

页码：929 / 931

页数：3

共 34 条

[11] Chemical Reduction and Dimerization of 1-Chloro-2,3,4,5-tetraphenylborole [J].

Braunschweig, Holger ;

Chiu, Ching-Wen ;

Wahler, Johannes ;

Radacki, Krzysztof ;

Kupfer, Thomas .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (40) :12229-12233

[12]

Burkett St Laurent J. C. T. R., 1983, J CHEM SOC DA, P755

[13] INVESTIGATION OF PHOSPHORUS-CARBON BOND LENGTHS IN AROMATIC PHOSPHINES .1. CRYSTAL AND MOLECULAR-STRUCTURES OF TRI-ORTHO-TOLYLPHOSPHINE, TRI-ORTHO-TOLYPHOSPHINE OXIDE, TRI-ORTHO-TOLYLPHOSPHINE SULFIDE, AND TRI-ORTHO-TOLYLPHOSPHINE SELENIDE [J].

CAMERON, TS ;

DAHLEN, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (15) :1737-1751

[14] Main group and transition metal-mediated phosphaalkyne oligomerizations [J].

Chirila, Andrei ;

Wolf, Robert ;

Slootweg, J. Chris ;

Lammertsma, Koop .

COORDINATION CHEMISTRY REVIEWS, 2014, 270 :57-74

[15] Investigating the ring expansion reaction of pentaphenylborole and an azide [J].

Couchman, Shannon A. ;

Thompson, Trevor K. ;

Wilson, David J. D. ;

Dutton, Jason L. ;

Martin, Caleb D. .

CHEMICAL COMMUNICATIONS, 2014, 50 (79) :11724-11726

[16] The Phosphinoboration Reaction [J].

Daley, Erika N. ;

Vogels, Christopher M. ;

Geier, Stephen J. ;

Decken, Andreas ;

Doherty, Simon ;

Westcott, Stephen A. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (07) :2121-2125

[17] SYNTHESIS OF PENTAPHENYLBOROLE, A POTENTIALLY ANTIAROMATIC SYSTEM [J].

EISCH, JJ ;

HOTA, NK ;

KOZIMA, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (16) :4575-&

[18] BORA-AROMATIC SYSTEMS .8. THE PHYSICAL AND CHEMICAL CONSEQUENCES OF CYCLIC CONJUGATION IN BORACYCLOPOLYENES - THE ANTIAROMATIC CHARACTER OF PENTAARYLBOROLES [J].

EISCH, JJ ;

GALLE, JE ;

KOZIMA, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (03) :379-385

[19] THERMAL GENERATION AND TRANSFORMATION OF THE BOREPIN RING-SYSTEM - A PARADIGM OF PERICYCLIC PROCESSES [J].

EISCH, JJ ;

GALLE, JE ;

SHAFII, B ;

RHEINGOLD, AL .

ORGANOMETALLICS, 1990, 9 (08) :2342-2349

[20] SYNTHESIS OF HEPTAPHENYLBOREPIN VIA THERMAL REARRANGEMENT OF HEPTAPHENYL-7-BORABICYCLO[2.2.1]HEPTADIENE [J].

EISCH, JJ ;

GALLE, JE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (15) :4436-4437

← 1 2 3 4 →