905259
Rh2(S-PTAD)4
powder or crystals
别名:
四[（S）-（+）-（1-金刚烷基）-（N-邻苯二甲酰亚氨基）乙酸] 二铑（II）
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选择尺寸
关于此项目
经验公式（希尔记法）:
C80H80N4O16Rh2
化学文摘社编号:
分子量:
1559.32
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22
产品名称
Rh2(S-PTAD)4,
SMILES string
[Rh]([Rh](OC(=O)[C@@H](N%19C(=O)c%20c(cccc%20)C%19=O)C%17%16C[C@@H]%18C[C@@H](C[C@@H](C%18)C%17)C%16)OC(=O)[C@@H](N%14C(=O)c%15c(cccc%15)C%14=O)C%12%11C[C@@H]%13C[C@@H](C[C@@H](C%13)C%12)C%11)(OC(=O)[C@@H](N9C(=O)c%10c(cccc%10)C9=O)C76C[C@@H]8C[C@@H](C[C@
InChI
1S/4C20H21NO4.2Rh/c4*22-17-14-3-1-2-4-15(14)18(23)21(17)16(19(24)25)20-8-11-5-12(9-20)7-13(6-11)10-20;;/h4*1-4,11-13,16H,5-10H2,(H,24,25);;/q;;;;2*+2/p-4/t4*11-,12+,13-,16-,20?;;/m1111../s1
InChI key
SGEDWOHAUXKUGM-PAPHCAFZSA-J
form
powder or crystals
mp
>300 °C
Application
这种手性Rh(II)二聚体是在Davies实验室开发的，可通过高区域和立体控制进行不对称的卡宾和氮烯反应（C-H插入，环丙烷化，氮杂环丙烷化，C-H胺化）。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Chen Kong et al.
Journal of the American Chemical Society (2016-10-05)
A mechanism study to identify the elements that control the chemoselectivity of metal-catalyzed N-atom transfer reactions of styryl azides is presented. Our studies show that the proclivity of the metal N-aryl nitrene to participate in sp3-C-H bond amination or electrocyclization
Justin R Denton et al.
Chemical communications (Cambridge, England), (10), 1238-1240 (2008-03-01)
Nitrile-substituted cyclopropanes are readily synthesized in a stereocontrolled fashion from the intermolecular cyclopropanation between 2-diazo-2-phenylacetonitrile and electron-rich olefins, catalyzed by the chiral dirhodium complex, Rh(2)(S-PTAD)(4).
Yan Su et al.
Organic letters, 18(17), 4356-4359 (2016-08-17)
Optically active cis-cyclopropane carboxylates are prepared via the Rh2(S-PTAD)4-catalyzed cyclopropanation of α-silyl styrenes with aryl diazoacetates followed by desilylation of the resulting silyl cyclopropane carboxylates. The conjugation of the aryl ring with C═C bond and π stacking are proposed for
Romain J Lepage et al.
Chemical communications (Cambridge, England), 53(30), 4219-4221 (2017-03-31)
Acyclic methylene acetals bearing two diazoester subunits have been converted to [5,5]-spiroacetals via bidirectional C-H insertion under Rh(ii) catalysis. Using a chiral Rh(ii) catalyst, the major diastereomer can be produced in high enantiomeric excess (89%).
Andrew DeAngelis et al.
Journal of the American Chemical Society, 133(6), 1650-1653 (2011-01-27)
A catalytic, enantioselective method for the C-H functionalization of indoles by diazo compounds has been achieved. With catalytic amounts of Rh(2)(S-NTTL)(4), the putative Rh-carbene intermediates from α-alkyl-α-diazoesters react with indoles at C(3) to provide α-alkyl-α-indolylacetates in high yield and enantioselectivity.
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