Boronates nomenclature

Organic ring systems are named by replacement nomenclature. Three- to ten-membered mono-cyclic ring systems containing uncharged boron atoms may be named by the specialist nomenclature for heterocyclic systems. Organic derivatives are named as outlined for substitutive nomenclature. The complexity of boron nomenclature precludes additional details the text by Rigaudy and Klesney should be consulted. 

Note that certain oxoanions still retain trivial names and these are listed in Table 4.1. Note also the exceptional use of hydro instead of the usual hydrido to represent the bound hydride ion. This is restricted to boron nomenclature and survives for historical reasons. 

A further comment on boron nomenclature is that for molecules in which the number of boron atoms is not 4, 6, 8, 12 or 20, and thus can not be located at the vertices of a regular polyhedron (also 30, which can be located at the center of the edges of a regular polyhedron), one looks to solid figures which deviate as little as possible from one of the five regular polyhedra. 

Ebelman and Bouquet prepared the first examples of boric acid esters in 1846 from boron trichloride and alcohols. Literature reviews of this subject are available. B The general class of boric acid esters includes the more common orthoboric acid based trialkoxy- and triaryloxyboranes, B(0R)3 (1), and also the cyclic boroxins, (ROBO)3, which are based on metaboric acid (2). The boranes can be simple trialkoxyboranes, cyclic diol derivatives, or more complex trigonal and tetrahedral derivatives of polyhydric alcohols. Nomenclature is confusing in boric acid ester chemistry. Many trialkoxy- and triaryloxyboranes such as methyl, ethyl, and phenyl are commonly referred to simply as methyl, ethyl, and phenyl borates. The lUPAC boron nomenclature committee has recommended the use of trialkoxy- and triaryloxyboranes for these compounds, but they are referred to in the literature as boric acid esters, trialkoxy and triaryloxy borates, trialkyl and triaryl borates or orthoborates, and boron alkoxides and aryloxides. The lUPAC nomenclature will be used in this review except for relatively common compounds such as methyl borate. Boroxins are also referred to as metaborates and more commonly as boroxines. Boroxin is preferred by the lUPAC nomenclature committee and will be used in this review. 

Hydro to represent hydrido or hydrogen is sanctioned by usage in boron nomenclature (see Section I-11), but is not to be used in other contexts. 

Second, boron chemistry, particularly that of polynuclear compounds, has also seen extensive development. Again, therefore, only the basics of the nomenclature of boron-containing compounds are covered here (cf. the separate, more comprehensive but dated, chapter on boron nomenclature, 1-11, in Red Book I), within Chapter IR-6 (Parent Hydride Names and Substitutive Nomenclature), while more advanced aspects are left for elaboration in a future project. 

Some new recommendations represent breaks with tradition, in the interest of increased clarity and consistency. For example, the application of the ending ido to all anionic ligands with ide names in additive nomenclature (e.g. chlorido and cyanido instead of chloro and cyano, and hydrido throughout, i.e. no exception in boron nomenclature) is part of a general move to a more systematic approach. 

The general formula for boric acid esters is B(OR)2. The lower molecular weight esters such as methyl, ethyl, and phenyl are most commonly referred to as methyl borate [121 -43-7] ethyl borate [130-46-9J, and phenyl borate [1095-03-0] respectively. Some of the most common boric acid esters used in industrial appHcations are Hsted in Table 1. The nomenclature in the boric acid ester series can be confusing. The lUPAC committee on boron chemistry has suggested using trialkoxy- and triaryloxyboranes (5) for compounds usually referred to as boric acid esters, trialkyl (or aryl) borates, trialkyl (or aryl) orthoborates, alkyl (or aryl) borates, alkyl (or aryl) orthoborates, and in the older Hterature as boron alkoxides and aryloxides. CycHc boric acid esters, which are trimeric derivatives of metaboric acid (HBO2), are known as boroxines (1). 

The nomenclature of boron hydride derivatives has been somewhat confusing and many inconsistencies exist in the Hterature. The stmctures of some reported boron hydride clusters are so compHcated that only a stmctural drawing or graph, often accompanied by explanatory text, is used to describe them. Traditional nomenclature systems often can be used to describe compounds unambiguously, but the resulting descriptions may be so long and unwieldy that they are of Htde use. The lUPAC (7) and the Chemical Abstract Service (8) have made recommendations, and nomenclature methods have now been developed that can adequately handle nearly all clusters compounds however, these methods have yet to be widely adopted. Eor the most part, nomenclature used in the original Hterature is retained herein. 

When a boron atom of a borane is replaced by a heteroelement, the compounds are called carbaboranes, phosphaboranes, thiaboranes, a2aboranes, etc, by an adaptation of organic replacement nomenclature. The numbering of the skeleton in heteroboranes is such that the heteroelement is given the lowest possible number consistent with the conventions of the parent borane. Thus C2B2H is dicarba- /(9j (9-pentaborane(5) and could occur as the 1,2-, 2,3-, or 1,5-isomeric forms (l,2-dicarba- /(9j (9-pentaborane(5) [23777-70-0] 2,3-dicarba- /(9j (9-pentaborane(5) [30396-61-3] and... 

Boron Hydrides and Related Compounds," in, G. L. Leigh, ed., Nomenclature of Inorganic Chemist, Becommendations 1990, lUPAC, Oxford, UK, 1990, Chapt. I-ll. 

Another type of anion, confined for practical purposes to boron compounds, has no unshared electrons at the anionic site, and must be thought of as being formed by addition of hydride to a boron atom (or other atom with an incomplete valence shell). Such structures were not anticipated at the time general heterocyclic nomenclature was developed, and they are only recently being fitted into systematic nomenclature (lUPAC Provisional Recommendation 83.2). Proposals for a suffix to indicate such structures are under consideration (1982). 

A remarkable variety of compounds in the Ca-(B,C,N) system has opened a window for research in related fields. With the elements boron, carbon and nitrogen, substance classes such as borocarbides, boronitrides, and carbonitrides can be considered to contain anionic derivatives of binary compounds B4C, BN, and C3N4. Until now, most compounds in these substance classes have been considered to contain alkali, alkaline-earth, or lanthanide elements. Lanthanide borocarbides are known from the work of Bauer [1]. Lanthanide boronitrides represent a younger family of compounds, also assigned as nitridoborates [2] following the nomenclature of oxoborates. 

The nomenclature of boron compounds involves some intricacies. IUPAC rules allow the terms borabenzene or borinine for 2 the older name borin has become obsolete with the recent revision of the extended Hantzsch-Widman system (6). Anions 4 are termed boratabenzene ions an alternative would be borininate instead of the earlier borinate (7). 

Wade electron counting rules borane-like cluster nomenclature. On initially studying compounds such as boranes (boron hydrides) and carboranes (or carbaboranes boron—carbon hydrides), Wade (1976) proposed a number of rules which have then been extended to several compounds and which relate the number of skeletal electrons with the structure of deltahedral clusters. A polyhedron which has only A-shaped, that is triangular, faces is also called a deltahedron. 

Thus organometallic compounds can be named by an additive or a substitutive process. Additive nomenclature is applicable to all organometallic compounds, but substitutive nomenclature is arbitrarily restricted to names of derivatives of specific metals, the elements of Groups 14, 15, 16 and 17, and boron. 

Carbon is, of course, unique in the number of hydrides it forms, but the elements in the proximity of carbon in the Periodic Table have a similar, if more restricted, propensity to form hydrides. Silicon, germanium, boron and phosphorus are obvious examples. For hydrides of these elements, and especially for their organic derivatives, the methods of substitutive nomenclature can be applied to obtain suitable names. 

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