Heterocycliccompounds possess a cyclic structure with two or more different kinds of atoms in the ring. This work is devoted to organic heterocyclic compounds in which the ring contains at least one carbon atom; all atoms other than carbon are considered as heteroatoms. Carbon is still by far the most common ring atom in heterocyclic compounds, but the number and variety of heteroatoms in the rings of known compounds has increased as the years go by and thus there is a steady transition to include the expanding domain of inorganic heterocyclic systems. Since rings can be of any size, from three-membered upwards, and since the heteroatoms can be drawn in almost any combination from a large number of the elements (though nitrogen, oxygen, and sulfur are still by far the most common), the number of possible heterocyclic systems is almost limitless. An enormous number of heterocyclic compounds is known and this number continues to increase very rapidly. The literature of the subject is correspondingly vast and of the three major divisions of organic chemistry, aliphatic, carbocyclic, and heterocyclic, the last is by far the largest. Over 31 million compounds are now recorded in Chemical Abstracts and a very large proportion of these are heterocyclic.
N2 - Heterocyclic compounds possess a cyclic structure with two or more different kinds of atoms in the ring. This work is devoted to organic heterocyclic compounds in which the ring contains at least one carbon atom; all atoms other than carbon are considered as heteroatoms. Carbon is still by far the most common ring atom in heterocyclic compounds, but the number and variety of heteroatoms in the rings of known compounds has increased as the years go by and thus there is a steady transition to include the expanding domain of inorganic heterocyclic systems. Since rings can be of any size, from three-membered upwards, and since the heteroatoms can be drawn in almost any combination from a large number of the elements (though nitrogen, oxygen, and sulfur are still by far the most common), the number of possible heterocyclic systems is almost limitless. An enormous number of heterocyclic compounds is known and this number continues to increase very rapidly. The literature of the subject is correspondingly vast and of the three major divisions of organic chemistry, aliphatic, carbocyclic, and heterocyclic, the last is by far the largest. Over 31 million compounds are now recorded in Chemical Abstracts and a very large proportion of these are heterocyclic.
AB - Heterocyclic compounds possess a cyclic structure with two or more different kinds of atoms in the ring. This work is devoted to organic heterocyclic compounds in which the ring contains at least one carbon atom; all atoms other than carbon are considered as heteroatoms. Carbon is still by far the most common ring atom in heterocyclic compounds, but the number and variety of heteroatoms in the rings of known compounds has increased as the years go by and thus there is a steady transition to include the expanding domain of inorganic heterocyclic systems. Since rings can be of any size, from three-membered upwards, and since the heteroatoms can be drawn in almost any combination from a large number of the elements (though nitrogen, oxygen, and sulfur are still by far the most common), the number of possible heterocyclic systems is almost limitless. An enormous number of heterocyclic compounds is known and this number continues to increase very rapidly. The literature of the subject is correspondingly vast and of the three major divisions of organic chemistry, aliphatic, carbocyclic, and heterocyclic, the last is by far the largest. Over 31 million compounds are now recorded in Chemical Abstracts and a very large proportion of these are heterocyclic.
BT - V1 3-memb. Heterocycl., together with all Fused Syst. contain. a 3-memb. Heterocycl. Ring. V2 4-memb. Heterocycl. together with all Fused Syst. contain. a 4-memb. Heterocycl. Ring. V3 Five-memb. Rings with One Heteroat. together with their Benzo and other Carbocycl.-fused Deriv. V4 Five-memb. Rings with Two Heteroat., each with their Fused Carbocycl. Deriv.
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I was born in Manchester, UK in 1946. I graduated from Sheffield University and received my PhD (W. D. Ollis) in 1970 and DSc in 1990. After post-doctoral work at the University of Texas (M. J. S. Dewar)(1971-3) and University of East Anglia (A. R. Katritzky)(1973-6), I worked in the pharmaceutical industry. I moved to Keele University as Professor of Organic Chemistry in 1992. My research interests are heterocycles and three-centre bonds and applications of their chemistry to biological problems.
Recent research activities have been focussed on the copper-containing enzyme tyrosinase, which is responsible for oxidising phenols in the early stages of the biosynthesis of the pigment melanin. We have investigated aspects of the subtly different mechanism by which tyrosinase oxidises phenols and catechols by designing and synthesising appropriate substrates. More recently we have investigated the long-standing problem of why catechols slowly inhibit tyrosinase and have proposed a reductive-elimination mechanism that leads to irreversible formation of copper(0) in the active site. This work has lead to the investigation of new ortho-quinone chemistry and the formation of new heterocyclic systems.
We are also interested in imidazole derivatives. Simple imidazole derivatives are useful building blocks for more complex natural product analogues. We are particularly interested in the chemistry of aminoimidazoles. Although 5-aminoimidazole ribonucleotide (AIR) is an intermediate in the biosynthesis of purines, the chemistry of simple aminoimidazoles has received little study and we have found them to be useful intermediates for the synthesis of a variety of interesting new molecules. Targets include peptide analogues, oligonucleotide analogues, antiviral agents and anticancer compounds.
We have a long-standing interest in the chemistry of molecules that can only be represented by hypervalent or dipolar structures. Molecules of this type form a very large class of possible structures and they can all be considered to contain three-centre four-electron bonds. This diverse family of structures includes, for example, heterocyclic pyridinium-3-olates and xenon difluoride. Although diverse, because of their similar bonding, molecules containing three-centre four-electron bonds undergo similar general types of reaction and we are interested in exploring applications of these reactions to achieve useful new methodology. Current interests include the use of the cheap and non-toxic (diacetoxyiodo)benzene in organic synthesis and fluorination using xenon difluoride.
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During the past decade, interest has grown tremendously in the design and synthesis of crystalline materials constructed from molecular clusters linked by extended groups of atoms. Most notable are metal-organic frameworks (MOFs), in which polyatomic inorganic metal-containing clusters are joined by polytopic linkers. (Although these materials are sometimes referred to as coordination polymers, we prefer to differentiate them, because MOFs are based on strong linkages that yield robust frameworks.) The realization that MOFs could be designed and synthesized in a rational way from molecular building blocks led to the emergence of a discipline that we call reticular chemistry. MOFs can be represented as a special kind of graph called a periodic net. Such descriptions date back to the earliest crystallographic studies but have become much more common recently because thousands of new structures and hundreds of underlying nets have been reported. In the simplest cases (e.g., the structure of diamond), the atoms in the crystal become the vertices of the net, and bonds are the links (edges) that connect them. In the case of MOFs, polyatomic groups act as the vertices and edges of the net. Because of the explosive growth in this area, a need has arisen for a universal system of nomenclature, classification, identification, and retrieval of these topological structures. We have developed a system of symbols for the identification of three periodic nets of interest, and this system is now in wide use. In this Account, we explain the underlying methodology of assigning symbols and describe the Reticular Chemistry Structure Resource (RCSR), in which about 1600 such nets are collected and illustrated in a database that can be searched by symbol, name, keywords, and attributes. The resource also contains searchable data for polyhedra and layers. The database entries come from systematic enumerations or from known chemical compounds or both. In the latter case, references to occurrences are provided. We describe some crystallographic, topological, and other attributes of nets and explain how they are reported in the database. We also describe how the database can be used as a tool for the design and structural analysis of new materials. Associated with each net is a natural tiling, which is a natural partition of space into space-filling tiles. The database allows export of data that can be used to analyze and illustrate such tilings.
Heterocyclic compounds play a vital role in the metabolism of living cells. Their practical applications range from extensive clinical use to fields as diverse as agriculture, photography, biocide formulation and polymer science. Written by leading scholars and industry experts, the Handbook of Heterocyclic Chemistry is thoroughly updated with over 50% new content. It has been rewritten with a new expanded author team, who have carefully distilled essential information on the reactivity, structure and synthesis of heterocycles from the 2008 major reference work Comprehensive Heterocyclic Chemistry III. To bring the work up to date the author team have also added new synthetic examples and structures, key applications and new references from 2008-2010. Contains more than 1500 clearly drawn structures and reactions. The highly systematic coverage given to the subject makes this one of the most authoritative single-volume accounts of modern heterocyclic chemistry available and should be useful reference for those teaching a heterocyclic course. -Covers the structure, reactivity and synthesis of all heterocyclic compounds as distilled from the larger 15-volume reference work -Saves researchers time when they require important information on heterocycles--speeding them to thousands of clearly drawn chemical structures and pertinent reviews by leading experts -Features 35% new material to compliment the completely revised text.
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