Synthesis and conformations of phosphine- and phosphinite-derivatized resorcinarenes

被引：10

作者：

Eisler, DJ ^{[1
]}

Puddephatt, RJ ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2004年 / 82卷 / 02期

关键词：

phosphine; phosphinite; resorcinarene; conformation;

D O I：

10.1139/V03-105

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of resorcinarene derivatives with four or eight alkynyldiphenylphosphine or diphenyl phosphinite functional groups is reported. The tetraphosphinite derivatives have effective C-2v symmetry and have the potential to adopt two different boat conformations in which the arene groups with phosphinite substituents are horizontal or vertical. A method for the determination of the solution-state conformation of the resorcinarene skeleton using correlated H-1 and C-13 NMR data is reported, and the boat conformation of one tetraphosphinite compound in the solid state has been determined crystallographically.

引用

页码：185 / 194

页数：10

共 43 条

[21] Calix[4]arene based monophosphites, identification of three conformations and their use in the rhodium-catalysed hydroformylation of 1-octene [J].

Parlevliet, FJ ;

Kiener, C ;

Fraanje, J ;

Goubitz, K ;

Lutz, M ;

Spek, AL ;

Kamer, PCJ ;

van Leeuwen, PWNM .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (07) :1113-1122

[22]

PUNSTAD LM, 1989, J ORG CHEM, V54, P1305

[23]

Rondelez Y, 2002, ANGEW CHEM INT EDIT, V41, P1044, DOI 10.1002/1521-3773(20020315)41:6<1044::AID-ANIE1044>3.0.CO

[24]

2-0

[25]

Sakhaii P, 2000, Z ANORG ALLG CHEM, V626, P1246, DOI 10.1002/(SICI)1521-3749(200005)626:5<1246::AID-ZAAC1246>3.0.CO

[26]

2-F

[27]

Sheldrick G.M., 1997, SHELXTL VERSION 5 1

[28] Rigid tetranitroresorcinarenes [J].

Shivanyuk, A ;

Far, AR ;

Rebek, J .

ORGANIC LETTERS, 2002, 4 (09) :1555-1558

[29] Selective derivatization of resorcarenes.: 3.: C2-symmetrical and transcavity bridged bis-benzoxazines derived from C2ν-symmetrical tetratosylates [J].

Shivanyuk, A ;

Schmidt, C ;

Böhmer, V ;

Paulus, EF ;

Lukin, O ;

Vogt, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (18) :4319-4326

[30] Selective derivatizations of resorcarenes.: 4.: General methods for the synthesis of C2ν-symmetrical derivatives [J].

Shivanyuk, A ;

Paulus, EF ;

Böhmer, V ;

Vogt, W .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19) :6448-6449

← 1 2 3 4 5 →