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CAS: 244261-66-3
分子式: C38H28O4P2
分子量: 610.57
熔点: 168-172ºC
中文名称: 
(R)-(+)-5,5'-双(二苯基膦)-4,4'-二-1,3-苯并二茂
(R)-(+)-4,4'-双(二苯基膦)-3,3'-二(1,2-亚甲基二氧苯)
英文名称: 
(R)-(+)-segphos®
(R)-(+)-segphos?
(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
(R)-(+)-4,4'-bis(diphenylphosphino)-3,3'-bi(1,2-methylenedioxybenzene)
推荐供应商
货号品牌产品名称规格包装、参考价格
R822263MACKLIN(R)-(+)-4,4'-双(二苯基膦)-3,3'-二(1,2-亚甲基二氧苯)99.0%(HPLC)30元/50mg;   59元/200mg;   196元/1g;   974元/5g;   4181元/25g;   咨询
储存:室温
状态:白色到米黄色;粉末或晶体
S0930TCI(R)-(+)-SEGPHOS ®>99.0%(HPLC)470元/200MG;   1595元/1G;   咨询

基本信息

纯度/分析方法>99.0%(HPLC)
分子式/分子量C38H28O4P2 = 610.59
外观与形状(20℃)固体
储存在惰性气体下存放于惰性气体之中
应避免的情况空气
PubChem物质ID253659920
MDL编号MFCD09753005

技术规格

AppearanceWhite to Almost white powder to crystal
Purity(HPLC)min. 99.0 area%
Optical purity(LC)min. 99.0 ee%

物性(参考值)

熔点172 ℃
比旋光度 [α]D11° (C=0.5,CHCl3)
15-0136Strem(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxolemin. 98%667元/250mg;   1975元/1g;   5115元/5g;   咨询

Technical Notes :

1. Biaryl bisphos phine ligand with narrow dihedral angle. The SEGPHOS® ligand has been applied

to a variety of metal catalyzed re actions. In many cases, yields and enantios electivities, exceed results obtained earlier using BINAP.1',2

2.As ruthenium complex, SEGPHOS® generally gives higher levels of chiral induction in as ymmetric hydrogenations of a,ß , and y-functionalized ketones. See ruthenium complexes 44-0096, 44-0518,44-0168.

3.Used in Rh-catalyzed transformations such as: (a) 1 ,4-addition of boronic acids to coumarins, (b) addition of titanium reagents to imines,' (c) cotrimerization of alkenes and acetylenes,"o (d)

double 2+2+2 cycloaddition,'' (e) indanone formation.

4. Used in Pd-catalyzed transformations such as: (a) cycloaddition of 1,6-enyne,' (b) arylative cyclization of allenyl aldehydes with boronic acids, s (c) synthesis of chromans .

5. Used in Cu-catalyzed transformations such as: (a) nitroso Diels-Alder,' (b) reductive aldol

condensation, (c) conjugate reduction of uns aturated sulfones,'5 and phophonates Iridium-catalyzed asymmetric hydrogenation of quinolines activated by chloroformates,

Iridium-catalyzed asymmetric transfer hydrog enation used in polyketide construction.

8.Rhodium-catalyzed as ymmetric hydroarylation of 3-pyrrolines.'

9. P alladium-catalyzed regio- and enantios elective dearomatization of pyrroles to 2H-pyrroles.19 10. 10.Rhodium- catalyzed as ymmetric s ynthesis of cyclopentanols 20

11Silver-catalyzed asymmetric Mannich-type reaction.

692395Sigma-Aldrich(R)-SEGPHOS®≥94%324.46元/100 MG;   咨询

产品说明

应用

催化配体用于:

  • 镍催化的不对称α-烯丙基化以及酮与氯代芳烃的杂芳基化
  • 通过Rh炔烃催化的烯烃异构化/对映选择性分子内Alder-ene反应的对映体选择性合成二氢苯并呋喃和二氢萘并呋喃
  • 通过金催化的立体选择性分子内氢芳基化制备轴向手性联芳基化合物
  • 通过钌配合物催化的醇和醛向甲硅烷基丁二烯的不对称加合而进行的手性甲硅烷基化高烯丙基醇和二醇的制备
  • 通过布朗斯特酸和钯BINAP配合物催化的吲哚与醛的串联缩合-不对称氢化制备手性3-烷基取代的二氢吲哚
  • 铑催化的1,3-二羰基化合物与1,6-二炔或1,6-烯炔的不对称形式烯化或环加合反应

用于不对称反应的Takasago配体和复合物

包装

50 mg in glass bottle
100 mg in amber glass bottle

法律信息

与 Takasago 合作销售,仅用于研究目的。日本注册号 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

基本信息

经验(实验)分子式C38H28O4P2
分子量610.57
MDL编号MFCD09753005
PubChem化学物质编号329761491
NACRESNA.22

产品性质

质量水平100
测定≥94%
旋光性[α]20/D +11°, c = 0.5 in chloroform
mp168-172 ℃
SMILES stringC1Oc2ccc(P(c3ccccc3)c4ccccc4)c(c2O1)-c5c6OCOc6ccc5P(c7ccccc7)c8ccccc8
InChI1S/C38H28O4P2/c1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30/h1-24H,25-26H2
InChI keyRZZDRSHFIVOQAF-UHFFFAOYSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
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