PMID- 24138711
OWN - NLM
STAT- MEDLINE
DCOM- 20140515
LR  - 20131115
IS  - 1520-6904 (Electronic)
IS  - 0022-3263 (Linking)
VI  - 78
IP  - 22
DP  - 2013 Nov 15
TI  - A modified preparation procedure for carbon nanotube-confined Nd/Na 
      heterobimetallic catalyst for anti-selective catalytic asymmetric nitroaldol 
      reactions.
PG  - 11494-500
LID - 10.1021/jo402042s [doi]
AB  - A recyclable asymmetric metal-based catalyst is a rare entity among the vast 
      collection of asymmetric catalysts developed so far. Recently we found that the 
      combination of a self-assembling metal-based asymmetric catalyst and multiwalled 
      carbon nanotubes (MWNTs) produced a highly active and recyclable catalyst in 
      which the catalytically active metal complex was dispersed in the MWNT network. 
      Herein we describe an improved preparation procedure and full details of a Nd/Na 
      heterobimetallic complex confined in MWNTs. Facilitated self-assembly of the 
      catalyst with MWNTs avoided the sacrificial use of excess chiral ligand for the 
      formation of the heterobimetallic complex, improving the loading ratio of the 
      catalyst components. Eighty-five percent of the catalyst components were 
      incorporated onto MWNTs to produce the confined catalyst, which was a highly 
      efficient and recyclable catalyst for the anti-selective asymmetric nitroaldol 
      reaction. The requisite precautions for the catalyst preparation to elicit 
      reproducible catalytic performance are summarized. Superior catalytic profiles 
      over the prototype catalyst without MWNTs were revealed in the synthesis of 
      optically active 1,2-nitroalkanols, which are key intermediates for the synthesis 
      of therapeutics.
FAU - Sureshkumar, Devarajulu
AU  - Sureshkumar D
AD  - Institute of Microbial Chemistry (BIKAKEN), Tokyo , 3-14-23 Kamiosaki, 
      Shinagawa-ku, Tokyo 141-0021, Japan.
FAU - Hashimoto, Kazuki
AU  - Hashimoto K
FAU - Kumagai, Naoya
AU  - Kumagai N
FAU - Shibasaki, Masakatsu
AU  - Shibasaki M
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20131101
PL  - United States
TA  - J Org Chem
JT  - The Journal of organic chemistry
JID - 2985193R
RN  - 0 (Amides)
RN  - 0 (Heterocyclic Compounds, 3-Ring)
RN  - 0 (Nanotubes, Carbon)
RN  - 0 (Nitro Compounds)
RN  - 0 (Organometallic Compounds)
RN  - 0 (nitroaldol)
RN  - 2I87U3734A (Neodymium)
RN  - 9NEZ333N27 (Sodium)
SB  - IM
MH  - Amides/chemistry
MH  - Catalysis
MH  - Heterocyclic Compounds, 3-Ring/*chemical synthesis/chemistry
MH  - Molecular Structure
MH  - Nanotubes, Carbon/*chemistry
MH  - Neodymium/*chemistry
MH  - Nitro Compounds/*chemical synthesis/chemistry
MH  - Organometallic Compounds/*chemistry
MH  - Sodium/*chemistry
EDAT- 2013/10/22 06:00
MHDA- 2014/05/16 06:00
CRDT- 2013/10/22 06:00
PHST- 2013/10/22 06:00 [entrez]
PHST- 2013/10/22 06:00 [pubmed]
PHST- 2014/05/16 06:00 [medline]
AID - 10.1021/jo402042s [doi]
PST - ppublish
SO  - J Org Chem. 2013 Nov 15;78(22):11494-500. doi: 10.1021/jo402042s. Epub 2013 Nov 
      1.