On the competition between six-membered and five-membered NHC towards alane centered ring expansion

被引：6

作者：

Balayan, Kajal ^{[1
,2
]}

Sharma, Himanshu ^{[2
,3
]}

Vanka, Kumar ^{[2
,3
]}

Ravindranathan, Sapna ^{[2
,4
]}

Gonnade, Rajesh G. ^{[2
,3
]}

Sen, Sakya S. ^{[1
,2
]}

机构：

[1] Natl Chem Lab, CSIR, Inorgan Chem & Catalysis Div, Dr Homi Bhabha Rd, Pune 411008, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

[3] Natl Chem Lab, CSIR, Phys & Mat Chem Div, Dr Homi Bhabha Rd, Pune 411008, India

[4] Natl Chem Lab, Cent NMR Facil, CSIR, Dr Homi Bhabha Rd, Pune 411008, India

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 55期

关键词：

N-HETEROCYCLIC CARBENE; BOND ACTIVATION; INSERTION; ADDUCTS; BORANES; COMPLEX;

D O I：

10.1039/d3cc02063k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of 6-SIDipp center dot AlH3 (1) and 5-IDipp resulted in the ring expansion of 6-NHC, while the five-membered NHC remained unchanged, which was subsequently explained by DFT studies. Besides, the substitution chemistry of 1 was also studied with TMSOTf and I-2, which gave rise to the substitution of a hydride by triflate or iodide ligands.

引用

页码：8540 / 8543

页数：4

共 50 条

[1] Contact conversion of the six-membered ring into the five-membered one
Zelinsky, ND
Arbuzov, JA
COMPTES RENDUS DE L ACADEMIE DES SCIENCES DE L URSS, 1939, 23 : 794 - 798
[2] Synthesis of Five-Membered Osmacycloallenes and Conversion into Six-Membered Osmacycloallenes
Wang, Tongdao
Zhu, Jun
Han, Feifei
Zhou, Chen
Chen, Hanyu
Zhang, Hong
Xia, Haiping
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (50) : 13361 - 13364
[3] Regioselective synthesis of six-membered and five-membered cyclometalated platinum complexes
Anderson, Craig M.
Duman, Leila
Balema, Tedros A.
Ladner, Leah
Jain, Kyan
Greenberg, Matthew
Hasim, Asad
Scheetz, Perry
Tanski, Joseph M.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
[4] Ring contraction of six-membered metallabenzynes to five-membered metal-carbene complexes: a comparison with organic analogues
Anusha, Chakkittakandiyil
De, Susmita
Parameswaran, Pattiyil
DALTON TRANSACTIONS, 2013, 42 (41) : 14733 - 14741
[5] Enumeration of chemical isomers of polycyclic conjugated hydrocarbons with six-membered and five-membered rings
Brunvoll, J
Cyvin, BN
Cyvin, SJ
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION A-A JOURNAL OF PHYSICAL SCIENCES, 1996, 51 (10-11): : 1073 - 1078
[6] Five-membered vs. six-membered ESIPT in 3,5-dihydroxychromone
Nag, Probal
Vennapusa, Sivaranjana Reddy
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2024, 448
[7] Six-Membered Iridacycles with Five Nitrogen Atoms in the Ring
Johnson, J. Drake
King, Andrew J.
Wang, Fu-Sheng
Zhukhovitskiy, Aleksandr V.
ORGANOMETALLICS, 2024, 43 (14) : 1593 - 1599
[8] Five- and six-membered ring opening of pyroglutamic diketopiperazine
Parrish, DA
Mathias, LJ
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (06): : 1820 - 1826
[9] LOCALIZED MOLECULAR-ORBITAL STUDIES OF THREE-MEMBERED, FOUR-MEMBERED, FIVE-MEMBERED, AND SIX-MEMBERED RING MOLECULES AND IONS FORMED FROM SULFUR AND NITROGEN
BHATTACHARYYA, AA
BHATTACHARYYA, A
ADKINS, RR
TURNER, AG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (25) : 7458 - 7465
[10] Ring Expansion of N-H Ketoaziridines to Five and Six-Membered N-Heterocycles
Samimi, Heshmat A.
MINI-REVIEWS IN ORGANIC CHEMISTRY, 2015, 12 (04) : 328 - 344

← 1 2 3 4 5 →