从溶剂解到自组装。
From solvolysis to self-assembly.
作者信息
Stang Peter J
机构信息
University of Utah, Department of Chemistry, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
出版信息
J Org Chem. 2009 Jan 2;74(1):2-20. doi: 10.1021/jo801682d.
Abstract
My sojourn from classical physical-organic chemistry and solvolysis to self-assembly and supramolecular chemistry, over the last forty years, is described. My contributions to unsaturated reactive intermediates, namely vinyl cations and unsaturated carbenes, along with my decade-long involvement with polyvalent iodine chemistry, especially alkynyliodonium salts, as well as my more recent research with metal-ligand, coordination driven, and directed self-assembly of finite supramolecular ensembles are discussed.
摘要
本文描述了我在过去四十年间从经典物理有机化学和溶剂解领域转向自组装和超分子化学领域的历程。文中讨论了我对不饱和反应中间体（即乙烯基阳离子和不饱和卡宾）的贡献，以及我长达十年对多价碘化学（尤其是炔基碘鎓盐）的研究，还有我最近在金属 - 配体、配位驱动和有限超分子聚集体的定向自组装方面的研究。
相似文献
1
From solvolysis to self-assembly.
J Org Chem. 2009 Jan 2;74(1):2-20. doi: 10.1021/jo801682d.
2
Magical power of transition metals: past, present, and future (Nobel Lecture).
Angew Chem Int Ed Engl. 2011 Jul 18;50(30):6738-64. doi: 10.1002/anie.201101380. Epub 2011 Jun 29.
3
Carbocyclization reaction of omega-iodo- and 1,omega-diiodo-1-alkynes without the loss of iodine atoms through a carbenoid-chain process.
J Org Chem. 2008 Jan 4;73(1):249-58. doi: 10.1021/jo7021179. Epub 2007 Dec 4.
4
A chemistry cascade: from physical organic studies of alkoxy radicals to alkaloid synthesis.
J Org Chem. 2009 Sep 4;74(17):6421-41. doi: 10.1021/jo901300x.
5
Polyvalent iodine in organic chemistry.
J Org Chem. 2003 Apr 18;68(8):2997-3008. doi: 10.1021/jo030022e.
6
Iodine-catalyzed diazo activation to access radical reactivity.
Nat Commun. 2018 May 17;9(1):1972. doi: 10.1038/s41467-018-04331-4.
7
A non-diazo approach to α-oxo gold carbenes via gold-catalyzed alkyne oxidation.
Acc Chem Res. 2014 Mar 18;47(3):877-88. doi: 10.1021/ar400181x. Epub 2014 Jan 15.
8
The advent and development of organocatalysis.
Nature. 2008 Sep 18;455(7211):304-8. doi: 10.1038/nature07367.
9
Copper(I)-catalyzed synthesis of 1,3-enynes via coupling between vinyl halides and alkynes or domino coupling of vinyl halides.
Org Biomol Chem. 2011 Nov 7;9(21):7309-12. doi: 10.1039/c1ob06210g. Epub 2011 Sep 14.
10
Syntheses and pyrolyses of furan analogues of α-oxo-o-quinodimethanes. Formation of methylenecyclobutenone and 1-buten-3-yne via a vinylcarbene-cyclopropene rearrangement.
J Org Chem. 2011 Oct 21;76(20):8440-6. doi: 10.1021/jo201743h. Epub 2011 Sep 27.
引用本文的文献
1
A Self-Assembled Electro-Active M8L4 Cage Based on Tetrathiafulvalene Ligands.
Materials (Basel). 2014 Jan 22;7(1):611-622. doi: 10.3390/ma7010611.
2
Exploiting recognition-mediated assembly and reactivity in [2]rotaxane formation.
Chem Sci. 2016 Apr 21;7(4):2592-2603. doi: 10.1039/c5sc04805b. Epub 2016 Jan 15.
3
Tuning the size of a redox-active tetrathiafulvalene-based self-assembled ring.
Beilstein J Org Chem. 2015 Jun 5;11:966-71. doi: 10.3762/bjoc.11.108. eCollection 2015.
4
Supramolecular coordination: self-assembly of finite two- and three-dimensional ensembles.
Chem Rev. 2011 Nov 9;111(11):6810-918. doi: 10.1021/cr200077m. Epub 2011 Aug 24.
本文引用的文献
1
Chiral Molecular Recognition on Formation of a Metalloanthocyanin: A Supramolecular Metal Complex Pigment from Blue Flowers of Salvia patens.
Angew Chem Int Ed Engl. 2001 Mar 2;40(5):894-897. doi: 10.1002/1521-3773(20010302)40:5<894::AID-ANIE894>3.0.CO;2-8.
2
Template-Directed Self-Recognition of Alkyl-Bridged Bis(catechol) Ligands in the Formation of Helicate-Type Complexes.
Angew Chem Int Ed Engl. 1999 Feb 15;38(4):557-559. doi: 10.1002/(SICI)1521-3773(19990215)38:4<557::AID-ANIE557>3.0.CO;2-S.
3
Ligand Self-Recognition in the Self-Assembly of a [{Cu(L)} ] Complex: The Role of Chirality.
Angew Chem Int Ed Engl. 1998 Apr 20;37(7):928-932. doi: 10.1002/(SICI)1521-3773(19980420)37:7<928::AID-ANIE928>3.0.CO;2-T.
4
Stereospecificity and Self-Selectivity in the Generation of a Chiral Molecular Tetrahedron by Metal-Assisted Self-Assembly.
Angew Chem Int Ed Engl. 1998 Apr 20;37(7):932-935. doi: 10.1002/(SICI)1521-3773(19980420)37:7<932::AID-ANIE932>3.0.CO;2-C.
5
N-Functionalized 1-Alkynylamides: New Building Blocks for Transition Metal Mediated Inter- and Intramolecular [2+2+1] Cycloadditions.
Angew Chem Int Ed Engl. 1998 Mar 2;37(4):489-492. doi: 10.1002/(SICI)1521-3773(19980302)37:4<489::AID-ANIE489>3.0.CO;2-N.
6
Asymmetric Synthesis with Hypervalent Iodine Reagents.
Top Curr Chem. 2016;373:243-61. doi: 10.1007/128_2015_639.
7
Acetylenic esters. Preparation and characterization of hitherto unknown alkynyl carboxylate, RC.tplbond.COCOR1, and alkynyl phosphate, RC.tplbond.COPO(OR1)2, esters.
J Am Chem Soc. 1986 Nov 1;108(24):7832-4. doi: 10.1021/ja00284a057.
8
Cycloproparenes: synthesis, structure, and spectral properties of alkylidenecycloproparenes.
J Am Chem Soc. 1986 Sep 1;108(19):5949-56. doi: 10.1021/ja00279a046.
9
Surface confined metallosupramolecular architectures: formation and scanning tunneling microscopy characterization.
Acc Chem Res. 2009 Feb 17;42(2):249-59. doi: 10.1021/ar800117j.
10
Coordination-driven self-assembly of functionalized supramolecular metallacycles.
Chem Commun (Camb). 2008 Dec 7(45):5896-908. doi: 10.1039/b811712h. Epub 2008 Sep 1.
Zotero 插件